TITLE OF THE INVENTION: NOVEL SULFILIMINES OR SULFOXIMINES CONTAINING FUNGICIDAL HETEROCYCLIC COMPOUNDS

FIELD OF THE INVENTION:

The present invention relates to novel sulfilimines or sulfoximines containing heterocyclic compounds and its agrochemically active salts, combinations, compositions and method of use of the compounds for controlling or preventing phytopathogenic fungi. The present invention also relates to the preparation and to intermediates useful in the preparation of the novel sulfilimines or sulfoximines containing heterocyclic compounds.

BACKGROUND:

It is known from prior art, for example, WO2008013925, WO2012020060, WO2016024434, WO2019048988 and WO2019048989 that oxazole-thiazole piperdine heterocyclic compounds can be used as fungicidal crop protection agents.

The effectiveness of the oxazole-thiazole piperdine heterocyclic compounds d6scribed in the prior art is satisfactory, but leaves problems to be solved, for example, relating to biological and ecological characteristics, fungicidal activity, spectrum, toxicity, selectivity, application rate, residue formation and occurences of resistance. There is always a high interest in agriculture to use novel fungicidal compounds which have advantages over the known fungicidal compounds at least in some of these problems.

Surprisingly, it has now been found that the sulfilimines or sulfoximines containing heterocyclic compounds and compositions thereof of the present invention have advantages over the prior art, for example, by improved fungicidal activity. Other advantages may includ6 broad6r application methods, improved biological and ecological characteristics, enhanced compatibility with useful plants, may also have the potential to solve some of the above problems and are suitable for crop protection against phytopathogenic micro-organisms, particularly fungi. The sulfilimines or sulfoximines containing heterocyclic compounds can be used in combination with other pesticidal agents to enhance the efficacy especially against difficult to control fungi.

SUMMARY OF THE INVENTION:

The present invention relates to a compound formula (I),

Formula (I)

wherein, R2, A, Ra, E, Hy, n, Q and W1 are each as d6fined in the d6scription.

The present invention will now be d6scribed in the d6tailed d6scription.

DETAILED DESCRIPTION OF THE INVENTION:

DEFINITIONS:

The d6finitions provid6d herein for the terminologies used in the present disclosure are for illustrative purpose only and in no manner limit the scope of the present invention disclosed in the present disclosure. As used herein, the terms “comprises”, “comprising”, “includes”, “including”, “has”, “having”, “contains”, “containing”, “characterized by” or any other variation thereof, are intended to cover a non-exclusive inclusion, subject to any limitation explicitly indicated. For example, a composition, mixture, process or method that comprises a list of elements is not necessarily limited to only those elements but may includ6 other elements not expressly listed or inherent to such composition, mixture, process or method.

The transitional phrase “consisting of’ excludes any element, step or ingredient not specified. If in the claim, such would close the claim to the inclusion of materials other than those recited except for impurities ordinarily associated therewith. When the phrase “consisting of’ appears in a clause of the body of a claim, rather than immediately following the preamble, it limits only the element set forth in that clause; other elements are not exclud6d from the claim as a whole.

The transitional phrase “consisting essentially of’ is used to define a composition or method that includes materials, steps, features, components or elements, in addition to those literally disclosed, provid6d that these additional materials, steps, features, components or elements do not materially affect the basic and novel characteristic(s) of the claimed invention. The term “consisting essentially of’ occupies a middle ground between “comprising” and “consisting of’.

Further, unless expressly stated to the contrary, “or” refers to an inclusive “or” and not to an exclusive “or”. For example, a condition A “or” B is satisfied by any one of the following: A is true (or present) and B is false (or not present), A is false (or not present) and B is true (or present), and both A and B are true (or present).

Also, the indefinite articles “a” and “an” preceding an element or component of the present invention are intend6d to be nonrestrictive regarding the number of instances (i.e. occurrences) of the element or component. Therefore “a” or “an” should be read to include one or at least one, and the singular word form of the element or component also includ6s the plural unless the number is obviously meant to be singular.

As referred to in this disclosure, the term “invertebrate pest” includes arthropods, gastropods and nematodes, helminths of economic importance as pests. The term “arthropod” includ6 s insects, mites, spiders, scorpions, centipedes, millipedes, pill bugs and symphylans. The term “gastropod” includes snails, slugs and other Stylommatophora. The term “nematode” refers to a living organism of the Phylum Nematoda. The term “helminths” includes roundworms, heartworms, phytophagous nematodes (Nematoda), flukes (Tematoda), acanthocephala and tapeworms (Cestoda).

In the context of this disclosure “invertebrate pest control” means inhibition of invertebrate pest d6velopment (including mortality, feeding reduction, and/or mating disruption), and related expressions are d6fined analogously.

The term “agronomic” refers to the production of field crops such as for food, feed and fiber and includes the growth of corn, soybeans and other legumes, rice, cereal (e.g., wheat, oats, barley, rye, rice, maize), leafy vegetables (e.g., lettuce, cabbage, and other cole crops), fruiting vegetables (e.g., tomatoes, pepper, eggplant, crucifers and cucurbits), potatoes, sweet potatoes, grapes, cotton, tree fruits (e.g., pome, stone and citrus), small fruit (berries, cherries) and other specialty crops (e.g., canola, sunflower, olives).

The term “nonagronomic” refers to other than field crops, such as horticultural crops (e.g., greenhouse, nursery or ornamental plants not grown in a field), resid6ntia1, agricultura1, commercial and industrial structures, turf (e.g., sod farm, pasture, golf course, lawn, sports field, etc.), wood products, stored product, agro-forestry and vegetation management, public health (i.e. human) and animal health (e.g., domesticated animals such as pets, livestock and poultry, undomesticated animals such as wildlife) applications.

Nonagronomic applications includ6 protecting an animal from an invertebrate parasitic pest by administering a parasiticidally effective (i.e. biologically effective) amount of a compound of the present invention, typically in the form of a composition formulated for veterinary use, to the animal to be protected. As referred to in the present disclosure and claims, the terms “parasiticidal” and “parasiticidally” refers to observable effects on an invertebrate parasite pest to provide protection of an animal from the pest. Parasiticidal effects typically relate to diminishing the occurrence or activity of the target invertebrate parasitic pest. Such effects on the pest includ6 necrosis, d6ath, retard6d growth, diminished mobility or lessened ability to remain on or in the host anima1, reduced feeding and inhibition of reproduction. These effects on invertebrate parasite pests provid6 control (including prevention, reduction or elimination) of parasitic infestation or infection of the animal.

Compounds of the present disclosure may be present either in pure form or as mixtures of different possible isomeric forms such as stereoisomers or constitutional isomers. The various stereoisomers includ6 enantiomers, diastereomers, chiral isomers, atropisomers, conformers, rotamers, tautomers, optical isomers, polymorphs, and geometric isomers. Any d6sired mixtures of these isomers fall within

the scope of the claims of the present disclosure. One skilled in the art will appreciate that one stereoisomer may be more active and/or may exhibit beneficial effects when enriched relative to the other isomer(s) or when separated from the other isomer(s). Additionally, the person skilled in the art knows processes or methods or technology to separate, enrich, and/or to selectively prepare said isomers.

The meaning of various terms used in the d6scription shall now be illustrated.

The term “alkyl”, used either alone or in compound words such as “alkylthio” or “haloalkyl” or -N(alkyl) or alkylcarbonylalkyl or alkylsuphonylamino includ6s straight-chain or branched C1 to C24 alkyl, preferably C1 to C15 alkyl, more preferably C1 to C10 alkyl, most preferably C1 to C6, alkyl. Non-limiting examples of alkyl includ6 methyl, ethyl, propyl, 1-methylethyl, butyl, 1-methylpropyl, 2-methylpropyl, 1,1-dimethylethyl, pentyl, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 2,2-dimethylpropyl, 1-ethylpropyl, hexyl, 1,1-dimethylpropyl, 1,2-dimethylpropyl, 1-methylpentyl, 2-methylpentyl, 3-methylpentyl, 4-methylpentyl, 1,1-dimethylbutyl, 1 ,2-dimethylbutyl, 1,3-dimethylbutyl, 2,2-dimethylbutyl, 2,3-dimethylbutyl, 3,3-dimethylbutyl, 1-ethylbutyl, 2-ethylbutyl, 1,1,2-trimethylpropyl, 1,2,2-trimethylpropyl, 1 -ethy1- 1-methylpropyl and 1-ethy1-2-methylpropyl or the different isomers. If the alkyl is at the end of a composite substituent, as, for example, in alkylcycloalkyl, the part of the composite substituent at the start, for example the cycloalkyl, may be mono- or polysubstituted id6ntically or differently and ind6pend6ntly by alkyl. The same also applies to composite substituents in which other radicals, for example alkenyl, alkynyl, hydroxy, halogen, carbonyl, carbonyloxy and the like, are at the end.

The term “alkenyl”, used either alone or in compound words includes straight-chain or branched C2 to C24 alkenes, preferably C2 to C15 alkenes, more preferably C2 to C10 alkenes, most preferably C2 to C6 alkenes. Non-limiting examples of alkenes includ6 ethenyl, 1-propenyl, 2-propenyl, 1-methylethenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1 -methy1- 1-propenyl, 2-methy1-1-propenyl, 1-methy1-2 -propenyl, 2-methy1-2-propenyl, 1-pentenyl, 2-pentenyl, 3-pentenyl, 4-pentenyl, 1-methy1-1-butenyl, 2-methy1- 1-butenyl, 3-methy1- 1-butenyl, 1-methy1-2 -butenyl, 2-methy1-2-butenyl, 3-methy1-2-butenyl, 1-methy1-3-butenyl, 2-methy1-3-butenyl, 3-methy1-3-butenyl, 1,1 -dimethyl -2 -propenyl, 1,2-dimethy1-1-propenyl, 1 ,2-dimethyl -2 -propenyl, 1 -ethy1- 1-propenyl, 1 -ethyl -2 -propenyl, 1-hexenyl, 2-hexenyl, 3-hexenyl, 4-hexenyl, 5-hexenyl, 1 -methy1- 1-pentenyl, 2-methy1- 1-pentenyl, 3 -methy1- 1-pentenyl, 4-methy1-1-pentenyl, 1-methy1-2-pentenyl, 2-methy1-2-pentenyl, 3-methy1-2-pentenyl, 4-methy1-2-pentenyl, 1-methy1-3-pentenyl, 2-methy1-3-pentenyl, 3-methy1-3-pentenyl, 4-methy1-3-pentenyl, 1-methy1-4-pentenyl, 2-methy1-4-pentenyl, 3-methy1-4-pentenyl, 4-methy1-4-pentenyl, 1,1 -dimethyl -2 -butenyl, 1,1d-imethy1-3 -butenyl, 1, 2-dimethyl -1-butenyl, 1,2-dimethyl -2 -butenyl, l,2-dimethy1-3-butenyl, 1,3-dimethy1-1-butenyl, l,3-dimethy1-2-butenyl, l,3-dimethy1-3-butenyl, 2,2-dimethy1-3-butenyl, 2,3-dimethy1-1-butenyl, 2,3-dimethy1-2-butenyl, 2,3-dimethy1-3 -butenyl, 3, 3 -dime thy 1-1 -butenyl, 3, 3-dimethyl -2 -butenyl, 1-ethy1-1-butenyl, 1 -ethyl -2-butenyl, 1-ethy1-3 -butenyl , 2 -ethy1- 1-butenyl, 2-ethy1-2-butenyl, 2-ethy1-3-butenyl, 1,1,2-trimethy1-2-propenyl, 1-ethy1-1-methy1-2-propenyl, 1-ethy1-2-methy1-1-propenyl and 1-ethy1-2-methy1-2-propenyl and the different isomers. “Alkenyl” also includes polyenes such as 1,2-propadienyl and 2,4-hexadienyl. This d6finition also applies to alkenyl as a part of a composite substituent, for example haloalkenyl and the like, unless d6fined specifically elsewhere.

Non-limiting examples of alkynes includ6 ethynyl, 1-propynyl, 2-propynyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-methy1-2-propynyl, 1-pentynyl, 2-pentynyl, 3-pentynyl, 4-pentynyl, 1-methy1-2-butynyl, 1-methy1-3-butynyl, 2-methy1-3-butynyl, 3-methy1-1-butynyl, l,1-dimethy1-2-propynyl, 1-ethyl -2-propynyl,

1-hexynyl, 2-hexynyl, 3-hexynyl, 4-hexynyl, 5-hexynyl, 1-methy1-2-pentynyl, 1-methy1-3-pentynyl, 1-methy1-4-pentynyl, 2-methy1-3-pentynyl, 2-methy1-4-pentynyl, 3-methy1-1-pentynyl, 3-methy1-4-pentynyl, 4-methy1-1-pentynyl, 4-methy1-2-pentynyl, 1,1-dimethy1-2-butynyl, 1,1d-imethy1-3-butynyl, 1,2-dimethy1-3-butynyl, 2,2-dimethy1-3-butynyl, 3,3-dimethy1-1-butynyl, 1-ethy1-2-butynyl, 1-ethy1-3-butynyl,

2-ethy1-3-butynyl and 1-ethy1-1-methyl -2-propynyl and the different isomers. This d6finition also applies to alkynyl as a part of a composite substituent, for example haloalkynyl etc., unless specifically d6fined elsewhere. The term “alkynyl” can also include moieties comprised of multiple triple bonds such as 2,5-hexadiynyl.

The term “cycloalkyl” means alkyl closed to form a ring. Non-limiting examples includ6 cyclopropyl, cyclopentyl and cyclohexyl. This d6finition also applies to cycloalkyl as a part of a composite substituent, for example cycloalkylalkyl etc., unless specifically d6fined elsewhere.

The term “cycloalkenyl” means alkenyl closed to form a ring including monocyclic, partially unsaturated hydrocarbyl groups. Non-limiting examples includ6 cyclopropenyl, cyclopentenyl and cyclohexenyl. This d6finition also applies to cycloalkenyl as a part of a composite substituent, for example cycloalkenylalkyl etc., unless specifically d6fined elsewhere.

The term “cycloalkynyl” means alkynyl closed to form a ring including monocyclic, partially unsaturated groups. Non-limiting examples includ6 cyclopropynyl, cyclopentynyl and cyclohexynyl. This d6finition also applies to cycloalkynyl as a part of a composite substituent, for example cycloalkynylalkyl etc., unless specifically d6fined elsewhere.

The term “cycloalkoxy”, “cycloalkenyloxy” and the like are defined analogously. Non limiting examples of cycloalkoxy includ6 cyclopropyloxy, cyclopentyloxy and cyclohexyloxy. This d6finition also applies to cycloalkoxy as a part of a composite substituent, for example cycloalkoxy alkyl etc., unless specifically d6fined elsewhere.

The term “halogen”, either alone or in compound words such as “haloalkyl”, includes fluorine, chlorine, bromine or iodine. Further, when used in compound words such as “haloalkyl”, said alkyl may be partially or fully substituted with halogen atoms which may be the same or different. Non-limiting

examples of “haloalkyl” include chloromethy1, bromomethy1, dichloromethy1, trichloromethy1, fluoromethy1, difluoromethy1, trifluoromethy1, chlorofluoromethy1, dichlorofluoromethy1, chlorodifluoromethy1, 1-chloroethy1, 1-bromoethy1, 1-fluoroethy1, 2-fluoroethy1, 2,2-difluoroethy1, 2,2,2-trifluoroethy1, 2 -chloro -2-fluoroethy1, 2-chloro-2,2-difluoroethy1, 2,2-dichloro-2-fluoroethy1, 2,2,2-trichloroethy1, pentafluoroethy1, 1,1-dichloro-2,2,2-trifluoroethy1, and 1,1,1-trifluoroprop-2-yl. This d6finition also applies to haloalkyl as a part of a composite substituent, for example haloalkylaminoalkyl etc., unless specifically d6fined elsewhere.

The terms “haloalkenyl”, “haloalkynyl” are defined analogously except that, instead of alkyl groups, alkenyl and alkynyl groups are present as a part of the substituent.

The term “haloalkoxy” means straight-chain or branched alkoxy groups where some or all of the hydrogen atoms in these groups may be replaced by halogen atoms as specified above. Non-limiting examples of haloalkoxy includ6 chloromethoxy, bromomethoxy, dichloromethoxy, trichloromethoxy, fluoromethoxy, difluoromethoxy, triflu oromethoxy, chloro fluoromethoxy, dichlorofluoromethoxy, chlorodifluoromethoxy, 1-chloroethoxy, 1-bromoethoxy, 1-fluoroethoxy, 2-fluoroethoxy, 2,2-difluoroethoxy, 2,2,2-trifluoroethoxy, 2-chloro-2-fluoroethoxy, 2-chloro-2,2-difluoroethoxy, 2,2-dichloro-2-fluoroethoxy, 2,2,2-trichloroethoxy, pentafluoroethoxy and 1,1,1-trifluoroprop-2-oxy. This d6finition also applies to haloalkoxy as a part of a composite substituent, for example haloalkoxyalkyl etc., unless specifically d6fined elsewhere.

The term “haloalkylthio” means straight-chain or branched alkylthio groups where some or all of the hydrogen atoms in these groups may be replaced by halogen atoms as specified above. Non-limiting examples of haloalkylthio includ6 chloromethylthio, bromomethylthio, dichloromethylthio, trichloromethylthio, fluoromethylthio, difluoromethylthio, trifluoromethylthio, chlorofluoromethylthio, dichlorofluoromethyl thio, chlorodifluoromethylthio, 1-chloroethylthio, 1-bromoethylthio, 1-fluoroethylthio, 2-fluoroethylthio, 2,2-difluoroethylthio, 2,2,2-trifluoroethylthio, 2-chloro-2-fluoroethylthio, 2-chloro-2,2-difluoroethylthio, 2,2-dichloro-2-fluoroethylthio, 2,2,2-trichloroethylthio, pentafluoroethylthio and 1,1,1-trifluoroprop-2-ylthio. This d6finition also applies to haloalkylthio as a part of a composite substituent, for example haloalkylthioalkyl etc., unless specifically d6fined elsewhere. Non-limiting examples of “haloalkylsulfinyl” include CF3S(O), CC13S(O), CF3CH2S(O) and CF3CF2S(O). Non-limiting examples of “haloalkylsulfonyl” include CF3S(O)2, CC13S(O)2 , CF3CH2S(O)2 and CF3CF2S(O)2.

The term “hydroxy” means -OH, Amino means -NRR, wherein R can be H or any possible substituent such as alkyl. Carbonyl means -C(=O)-, carbonyloxy means -OC(=O)-, sulfinyl means SO, sulfonyl means S(O)2.

The term “alkoxy” used either alone or in compound words includ6d C1 to C24 alkoxy, preferably C1 to C15 alkoxy, more preferably C1 to C10 alkoxy, most preferably C1 to C6, alkoxy. Examples of alkoxy includ6 methoxy, ethoxy, propoxy, 1-methylethoxy, butoxy, 1-methylpropoxy, 2-methylpropoxy, 1,1-dimethylethoxy, pentoxy, 1-methylbutoxy, 2-methylbutoxy, 3-methylbutoxy, 2,2-dimethylpropoxy, 1-ethylpropoxy, hexoxy, 1,1-dimethylpropoxy, 1 ,2-dimethylpropoxy, 1-methylpentoxy, 2-methylpentoxy, 3-methylpentoxy, 4-methylpentoxy, 1,1-dimethylbutoxy, 1,2-dimethylbutoxy, 1,3-dimethylbutoxy, 2,2-dimethylbutoxy, 2,3-dimethylbutoxy, 3,3-dimethylbutoxy, 1-ethylbutoxy, 2-ethylbutoxy, 1,1,2-trimethylpropoxy, 1,2,2-trimethylpropoxy, 1 -ethy1- 1-methylpropoxy and 1-ethy1-2-methylpropoxy and the different isomers. This d6finition also applies to alkoxy as a part of a composite substituent, for example haloalkoxy, alkynylalkoxy, etc., unless specifically d6fined elsewhere.

The term “alkoxyalkyl” denotes alkoxy substitution on alkyl. Non-limiting examples of “alkoxyalkyl” includ6 CH3OCH2, CH3OCH2CH2, CH3CH2OCH2, CH3CH2CH2CH2OCH2 and CH3CH2OCH2CH2.

The term “alkoxyalkoxy” denotes alkoxy substitution on alkoxy.

The term “alkylthio” includes branched or straight-chain alkylthio moieties such as methylthio, ethylthio, propylthio, 1-methylethylthio, butylthio, 1-methylpropylthio, 2-methylpropylthio, 1,1-dimethylethylthio, pentylthio, 1-methylbutylthio, 2-methylbutylthio, 3-methylbutylthio, 2,2-dimethylpropylthio, 1-ethylpropylthio, hexylthio, 1,1-dimethylpropylthio, 1,2-dimethylpropylthio, 1-methylpentylthio, 2-methylpentylthio, 3-methylpentylthio, 4-methylpentylthio, 1,1-dimethylbutylthio, 1,2-dimethylbutylthio, 1,3-dimethylbutylthio, 2,2-dimethylbutylthio, 2,3-dimethylbutylthio, 3,3-dimethylbutylthio, 1-ethylbutylthio, 2-ethylbutylthio, 1,1,2-trimethylpropylthio, 1,2,2-trimethylpropylthio, 1 -ethy1- 1-methylpropylthio and 1-ethy1-2-methylpropylthio and the different isomers.

Halocycloalky1, halocycloalkeny1, alkylcycloalky1, cycloalkylalky1, cycloalkoxy alky1, alkylsulfinylalky1, alkylsulfonylalky1, haloalkylcarbony1, cycloalkylcarbony1, haloalkoxylalky1, and the like, are d6fined analogously to the above examples.

The term “alkylthioalkyl” denotes alkylthio substitution on alkyl. Non-limiting examples of “alkylthioalkyl” include -CH2SCH2, -CH2SCH2CH2, CH3CH2SCH2, CH3CH2CH2CH2SCH2 and CH3CH2SCH2CH2. “Alkylthioalkoxy” denotes alkylthio substitution on alkoxy. The term “cycloalkylalkylamino” denotes cycloalkyl substitution on alkyl amino.

The terms “alkoxyalkoxyalkyl”, “alkylaminoalkyl”, “dialkylaminoalkyl”, “cycloalkylaminoalkyl”, “cycloalkylaminocarbonyl” and the like, are defined analogously to “alkylthioalkyl” or “cycloalkylalkylamino”.

The term “alkoxycarbonyl” is an alkoxy group bonded to a skeleton via a carbonyl group (-CO-). This d6finition also applies to alkoxycarbonyl as a part of a composite substituent, for example cycloalkylalkoxycarbonyl and the like, unless specifically d6fined elsewhere.

The term “alkoxycarbonylalkylamino” denotes alkoxy carbonyl substitution on alkyl amino. “Alkylcarbonylalkylamino” denotes alkyl carbonyl substitution on alkyl amino. The terms alkylthioalkoxycarbony1, cycloalkylalkylaminoalkyl and the like are d6fined analogously.

Non-limiting examples of “alkylsulfinyl” include methylsulphiny1, ethylsulphiny1, propylsulphiny1, 1-methylethylsulphiny1, butylsulphiny1, 1-methylpropylsulphiny1, 2-methylpropylsulphiny1, 1,1-dimethylethylsulphiny1, pentylsulphiny1, 1-methylbutylsulphiny1, 2-methylbutylsulphiny1, 3-methylbutylsulphiny1, 2,2-dimethylpropylsulphiny1, 1-ethylpropylsulphiny1, hexylsulphiny1, 1,1-dimethylpropylsulphiny1, 1,2-dimethylpropylsulphiny1, 1-methylpentylsulphiny1, 2-methy lpenty lsulphinyl , 3 -methylpentylsulphinyl , 4-methylpenty lsulphinyl , 1,1 -dimethylbuty lsulphinyl ,

1.2-dimethylbutylsulphiny1, 1,3-dimethylbutylsulphiny1, 2,2-dimethylbutylsulphiny1, 2,3-dimethylbutylsulphiny1, 3,3-dimethylbutylsulphiny1, 1-ethylbutylsulphiny1, 2-ethylbutylsulphiny1, 1,1,2-trimethylpropylsulphiny1, 1,2,2-trimethylpropylsulphiny1, 1 -ethy1- 1-methylpropylsulphinyl and 1-ethy1-2-methylpropylsulphinyl and the different isomers. The term “arylsulfmyl” includes Ar-S(O), wherein Ar can be any carbocyle or heterocylcle. This d6finition also applies to alkylsulphinyl as a part of a composite substituent, for example haloalkylsulphinyl etc., unless specifically d6fined elsewhere.

Non-limiting examples of “alkylsulfonyl” include methylsulphony1, ethylsulphony1, propylsulphony1, 1 -methylethylsulphony1, butylsulphony1, 1-methylpropylsulphony1, 2-methylpropylsulphony1, 1,1-dimethylethylsulphony1, pentylsulphony1, 1-methylbutylsulphony1, 2-methylbutylsulphony1, 3-methylbutylsulphony1, 2,2-dimethylpropylsulphony1, 1-ethylpropylsulphony1, hexyl sulphony1, 1,1-dimethylpropylsulphony1, 1,2-dimethylpropylsulphony1, 1-methylpentylsulphony1, 2-methy lpenty lsulphony1, 3-methylpentylsulphony1, 4-methylpentylsulphony1, 1,1-dimethylbutylsulphony1,

1.2-dimethylbutylsulphony1, 1,3-dimethylbutylsulphony1, 2,2-dimethylbutylsulphony1, 2,3-dimethylbutylsulphony1, 3,3-dimethylbutylsulphony1, 1-ethylbutylsulphony1, 2-ethylbutylsulphony1,

1.1.2-trimethylpropylsulphony1, 1,2,2-trimethylpropylsulphony1, 1 -ethy1- 1-methylpropylsulphonyl and 1-ethy1-2-methylpropylsulphonyl and the different isomers. The term “arylsulfonyl” includes Ar-S(O)2, wherein Ar can be any carbocyle or heterocylcle. This d6finition also applies to alkylsulphonyl as a part of a composite substituent, for example alkylsulphonylalkyl etc., unless d6fined elsewhere.

“Alkylamino”, “dialkylamino”, and the like, are defined analogously to the above examples.

The term “carbocycle or carbocyclic” includes “aromatic carbocyclic ring system” and “non-aromatic carbocylic ring system” or polycyclic or bicyclic (spiro, fused, bridged, nonfused) ring compounds in which ring may be aromatic or non-aromatic (where aromatic indicates that the Huckel rule is satisfied and non-aromatic indicates that the Huckel rule is not statisfied).

The term “heterocycle or heterocyclic” includes “aromatic heterocycle or heteroaryl ring system” and “non-aromatic heterocycle ring system” or polycyclic or bicyclic (spiro, fused, bridged, nonfused) ring

compounds in which ring may be aromatic or non-aromatic, wherein the heterocycle ring contains at least one heteroatom selected from N, O, S(O)0-2, and or C ring member of the heterocycle may be replaced by C(=O), C(=S), C(=CR*R*) and C=NR*, * indicates integers.

The term “non-aromatic heterocycle” or “non-aromatic heterocyclic” means three- to fifteen-membered, preferably three- to twelve- membered, saturated or partially unsaturated heterocycle containing one to four heteroatoms from the group of oxygen, nitrogen and sulphur: mono, bi- or tricyclic heterocycles which contain, in addition to carbon ring members, one to three nitrogen atoms and/or one oxygen or sulphur atom or one or two oxygen and/or sulphur atoms; if the ring contains more than one oxygen atom, they are not directly adjacent; non-limiting examples oxetany1, oxirany1, aziridiny1, 2-tetrahydrofurany1,

3-tetrahydrofurany1, 2-tetrahydrothieny1, 3-tetrahydrothieny1, 1-pyrrolidiny1, 2-pyrrolidiny1, 3-pyrrolidiny1, 3-isoxazolidiny1, 4-isoxazolidiny1, 5-isoxazolidiny1, 3-isothiazolidiny1, 4-isothiazolidiny1, 5-isothiazolidiny1, 1-pyrazolidiny1, 3-pyrazolidiny1, 4-pyrazolidiny1, 5-pyrazolidiny1, 2-oxazolidiny1, 4-oxazolidiny1, 5-oxazolidiny1, 2-thiazolidiny1, 4-thiazolidiny1, 5-thiazolidiny1, 1-imidazolidiny1, 2-imidazolidiny1, 4-imidazolidiny1, 1,2,4-oxadiazolidin-3-y1, 1,2,4-oxadiazolidin-5-y1, 1,2,4-thiadiazolidin-3-y1, 1,2,4-thiadiazolidin-5-y1, 1,2,4-triazolidin-1-y1, 1,2,4-triazolidin-3-y1, 1,3,4-oxadiazolidin-2-y1, 1,3,4-thiadiazolidin-2-y1, 1,3,4-triazolidin-1-y1, 1,3,4-triazolidin-2-y1, 2,3-dihydrofur-2-y1, 2,3-dihydrofur-3-y1, 2,4-dihydrofur-2-y1, 2,4-dihydrofur-3-y1, 2,3-dihydrothien-2-y1, 2,3-dihydrothien-3-y1, 2,4-dihydrothien-2-y1, 2,4-dihydrothien-3-y1, pyrroliny1, 2-pyrrolin-2-y1, 2-pyrrolin-3-y1, 3-pyrrolin-2-y1, 3-pyrrolin-3-y1, 2-isoxazolin-3-y1, 3-isoxazolin-3-y1, 4-isoxazolin-3-y1, 2-isoxazolin-4-y1, 3-isoxazolin-4-y1, 4-isoxazolin- 4-y1, 2-isoxazolin-5-y1, 3-isoxazolin-5-y1, 4-isoxazolin-5-y1, 2-isothiazolin-3-y1, 3-isothiazolin-3-y1, 4-isothiazolin-3-y1, 2-isothiazolin-4-y1, 3-isothiazolin-4-y1, 4-isothiazolin-4-y1, 2-isothiazolin-5-y1, 3-isothiazolin-5-y1, 4-isothiazolin-5-y1, 2,3-dihydropyrazo1-1-y1, 2,3-dihydropyrazo1-2-y1, 2,3-dihydropyrazo1-3-y1, 2,3-dihydropyrazo1-4-y1, 2,3-dihydropyrazo1-5-y1, 3,4-dihydropyrazo1-1-y1, 3,4-dihydropyrazo1-3-y1, 3,4-dihydropyrazo1-4-y1, 3,4-dihydropyrazo1-5-y1, 4,5-dihydropyrazo1-1-y1, 4,5-dihydropyrazo1-3-y1, 4,5-dihydropyrazo1-4-y1, 4,5-dihydropyrazo1-5-y1, 2,3-dihydrooxazo1-2-y1, 2,3-dihydrooxazo1-3-y1, 2,3-dihydrooxazo1-4-y1, 2,3-dihydrooxazo1-5-y1, 3,4-dihydrooxazo1-2-y1, 3,4-dihydrooxazo1-3-y1, 3,4-dihydrooxazo1-4-y1, 3,4-dihydrooxazo1-5-y1, 3,4-dihydrooxazo1-2-y1, 3,4-dihydrooxazo1-3-y1, 3,4-dihydrooxazo1-4-y1, piperidiny1, 2-piperidiny1, 3-piperidiny1, 4-piperidiny1, pyrazyny1, morpholiny1, thiomorphliny1, 1,3-dioxan-5-y1, 2-tetrahydropyrany1, 4-tetrahydropyrany1, 2-tetrahydrothieny1, 3-hexahydropyridaziny1, 4-hexahydropyridaziny1, 2-hexahydropyrimidiny1, 4-hexahydropyrimidiny1, 5-hexahydropyrimidiny1, 2-piperaziny1, 1,3,5-hexahydrotriazin-2-y1, 1,2,4-hexahydrotriazin-3-y1, cycloserines, 2,3,4,5-tetrahydro[1H]azepin-1- or -2- or -3- or -4- or -5- or -6- or -7-y1, 3,4,5,6-tetra-hydro[2H]azepin-2- or -3- or -4- or -5- or -6- or-7-y1, 2,3,4,7-tetrahydro[1H]azepin-1- or -2- or -3- or -4- or -5- or -6- or-7- y1, 2,3,6,7-tetrahydro[1H]azepin-1- or -2- or -3- or -4- or -5- or -6- or -7- y1, hexahydroazepin-1- or -2- or -3- or -4- y1, tetra- and hexahydrooxepinyl such as 2,3,4,5-tetrahydro[l H]oxepin-2- or -3- or -4- or -5- or -6- or -7- y1, 2,3,4,7-tetrahydro[1H]oxepin-2- or -3- or -4- or -5- or -6-or -7- y1, 2,3,6,7-tetrahydro[1H]oxepin-2- or -3- or -4- or -5- or -6- or -7- y1, hexahydroazepin-1- or -2- or -3- or -4- y1, tetra- and hexahydro-1,3-diazepiny1, tetra- and hexahydro-1,4-diazepiny1, tetra- and hexahydro-1,3-oxazepiny1, tetra- and hexahydro-1,4-oxazepiny1, tetra- and hexahydro-1,3-dioxepiny1, tetra- and hexahydro-1,4-dioxepinyl. This d6finition also applies to heterocyclyl as a part of a composite substituent, for example heterocyclylalkyl etc., unless specifically d6fined elsewhere.

The term “heteroaryl” or “aromatic heterocyclic” means 5 or 6-membered, fully unsaturated monocyclic ring system containing one to four heteroatoms from the group of oxygen, nitrogen and sulphur; if the ring contains more than one oxygen atom, they are not directly adjacent; 5-membered heteroaryl containing one to four nitrogen atoms or one to three nitrogen atoms and one sulphur or oxygen atom; 5-membered heteroaryl groups which, in addition to carbon atoms, may contain one to four nitrogen atoms or one to three nitrogen atoms and one sulphur or oxygen atom as ring members, non -limiting examples fury1, thieny1, pyrroly1, isoxazoly1, isothiazoly1, pyrazoly1, oxazoly1, thiazoly1, imidazoly1, 1,2,4-oxadiazoly1, 1,2,4-thiadiazoly1, 1,2,4-triazoly1, 1,3,4-oxadiazoly1, 1,3,4-thiadiazoly1, 1,3,4-triazoly1, tetrazolyl; nitrogen-bond6d 5-membered heteroaryl containing one to four nitrogen atoms, or benzofused nitrogen-bond6d 5-membered heteroaryl containing one to three nitrogen atoms: 5-membered heteroaryl groups which, in addition to carbon atoms, may contain one to four nitrogen atoms or one to three nitrogen atoms as ring members and in which two adjacent carbon ring members or one nitrogen and one adjacent carbon ring member may be bridged by a buta-1,3-diene-1,4-diyl group in which one or two carbon atoms may be replaced by nitrogen atoms, where these rings are attached to the skeleton via one of the nitrogen ring members, non-limiting examples 1-pyrroly1, 1-pyrazoly1, 1,2,4-triazo1-1- y1, 1-imidazoly1, 1,2,3-triazo1-1-yl and 1,3,4-triazo1-1-yl.

6-membered heteroaryl which contains one to four nitrogen atoms: 6-membered heteroaryl groups which, in addition to carbon atoms, may contain, respectively, one to three and one to four nitrogen atoms as ring members, non-limiting examples 2-pyridiny1, 3-pyridiny1, 4-pyridiny1, 3-pyridaziny1, 4-pyridaziny1, 2-pyrimidiny1, 4-pyrimidiny1, 5-pyrimidiny1, 2-pyraziny1, 1,3,5-triazin-2-y1, 1,2,4-triazin-3-yl and 1,2, 4, 5-tetrazin-3-yl; benzofused 5-membered heteroaryl containing one to three nitrogen atoms or one nitrogen atom and one oxygen or sulphur atom: non-limiting examples indo1-1-y1, indo1-2-y1, indo1-3-y1, indo1-4-y1, indo1-5-y1, indo1-6-y1, indo1-7-y1, benzimidazo1-1-y1, benzimidazo1-2-y1, benzimidazo1-4-y1, benzimidazo1-5-y1, indazo1-1-y1, indazo1-3-y1, indazo1-4-y1, indazo1-5-y1, indazo1-6-y1, indazo1-7-y1, indazo1-2-y1, 1-benzofuran-2-y1, 1-benzofuran-3-y1, 1-benzofuran-4-y1, 1-benzofuran-5-y1, 1-benzofuran- 6-y1, 1-benzofuran-7-y1, 1-benzothiophen-2-y1, 1-benzothiophen-3-y1, 1-benzothiophen-4-y1, 1- benzothiophen-5-y1, 1-benzothiophen-6-y1, 1-benzothiophen-7-y1, 1,3-benzothiazo1-2-y1, 1,3- benzothiazo1-4-y1, 1,3-

benzothiazo1-5-y1, 1,3-benzothiazo1-6-y1, 1,3-benzothiazo1-7-y1, 1,3-benzoxazo1-2-y1, 1,3-benzoxazo1-4-y1, 1,3-benzoxazo1-5-y1, 1,3-benzoxazo1-6-yl and 1,3-benzoxazo1-7-yl; benzofused 6-membered heteroaryl which contains one to three nitrogen atoms: non-limiting examples quinolin-2-y1, quinolin-3-y1, quinolin-4-y1, quinolin-5-y1, quinolin-6-y1, quinolin-7-y1, quinolin-8-y1, isoquinolin-1-y1, isoquinolin-3-y1, isoquinolin-4-y1, isoquinolin-5-y1, isoquinolin-6-y1, isoquinolin-7-yl and isoquinolin-8-yl.

The term “trialkylsilyl” includes 3 branched and/or straight-chain alkyl radicals attached to and linked through a silicon atom such as trimethylsily1, triethylsilyl and t-buty1-dimethylsilyl. “Halotrialkylsilyl” d6notes at least one of the three alkyl radicals is partially or fully substituted with halogen atoms which may be the same or different. The term”alkoxytrialkylsilyl” denotes at least one of the three alkyl radicals is substituted with one or more alkoxy radicals which may be the same or different. The term “trialkylsilyloxy” denotes a trialkylsilyl moiety attached through oxygen.

Non-limiting examples of “alkylcarbonyl” include C(=O)CH3, C(=O)CH2H2CH3 and C(=O)CH(CH3)2-Non-limiting examples of “alkoxycarbonyl” include CH3OC(=O), CH3CH2OC(=O), CH3CH22H2OC(=O), (CH3)2CHOC(=O) and the different butoxy -or pentoxy carbonyl isomers. Non-limiting examples of “alkylaminocarbonyl” include CH3NHC(=O), CH3CH2NHC(=O), CH3CH2CH2NHC(=O), (CH3)2CHNHC(=O) and the different butylamino -or pentylaminocarbonyl isomers. Non-limiting examples of “dialkylaminocarbonyl” include (CH3)2NC(=O), (CH3CH2)2NC(=O), CH3CH2(CH3)NC(=O), CH3CH2CH2(CH3)NC(=O) and (CH3)2CHN(CH3)C(=O). Non-limiting examples of “alkoxy alkylcarbonyl” include CH3OCH2C(=O), CH3OCH2CH2C(=O), CH3CH20CH2C(=O),

CH3CH2CH2CH20CH2C(=O) and CH3CH2OCH2CH2C(=O). Non-limiting examples of “alkylthioalkylcarbonyl” include CH3SCH2C(=O), CH3SCH2CH2C(=O), CH3CH2SCH2C(=O), CH3CH2CH2CH2SCH2C(=O) and CThCThSCThCThC^O). The term haloalkylsufonylaminocarbony1, alkylsulfonylaminocarbony1, alkylthioalkoxycarbony1, alkoxycarbonylalkyl amino and the like are d6fined analogously

Non-limiting examples of “alkylaminoalkylcarbonyl” include CH3NHCH2C(=O), CH3NHCH2CH2C(=O), CH3CH2NHCH2C(=O), CH3CH2CH2CH2NHCH2C(=O) and CH3CH2NHCH2CH2C(=O).

The term “amide” means A-R'C=ONR"-B, wherein R' and R" indicates substituents and A and B indicate any group.

The term “thioamide” means A-R'C=SNR"-B, wherein R' and R" indicates substituents and A and B indicate any group.

The total number of carbon atoms in a substituent group is indicated by the “C1-Cj” prefix where i and j are numbers from 1 to 21. For example, C1- C3 alkylsulfonyl d6signates methylsulfonyl through propylsulfonyl; C2 alkoxyalkyl d6signates CH3OCH2; C3 alkoxyalkyl d6signates, for example, CH3CH(OCH3), CH3OCH2CH2 or CH3CH2OCH2; and C4 alkoxyalkyl d6signates the various isomers of

an alkyl group substituted with an alkoxy group containing a total of four carbon atoms, examples including CH3CH2CH2OCH2 and CH3CH2OCH2CH2. In the above recitations, when a compound of formula (I) is comprised of one or more heterocyclic rings, all substituents are attached to these rings through any available carbon or nitrogen by replacement of a hydrogen on said carbon or nitrogen.

When a compound is substituted with a substituent bearing a subscript that indicates the number of said substituents can exceed 1, said substituents (when they exceed 1) are ind6pend6ntly selected from the group of d6fined substituents. Further, when the subscript m in (R)m indicates an integer ranging from for example 0 to 4 then the number of substituents may be selected from the integers between 0 and 4 inclusive.

When a group contains a substituent which can be hydrogen, then, when this substituent is taken as hydrogen, it is recognized that said group is being un-substituted.

The embodiments herein and the various features and advantageous d6tails thereof are explained with reference to the non-limiting embodiments in the d6scription. Descriptions of wel1-known components and processing techniques are omitted so as to not unnecessarily obscure the embodiments herein. The examples used herein are intend6d merely to facilitate an understanding of ways in which the embodiments herein may be practiced and to further enable those of skilled in the art to practice the embodiments herein. Accordingly, the examples should not be construed as limiting the scope of the embodiments herein.

The d6 scription of the specific embodiments will so fully reveal the general nature of the embodiments herein that others can, by applying current knowledge, readily modify and/or adapt for various applications such specific embodiments without d6parting from the generic concept, and, therefore, such adaptations and modifications should and are intend6d to be comprehend6d within the meaning and range of equivalents of the disclosed embodiments. It is to be understood that the phraseology or terminology employed herein is for the purpose of d6scription and not of limitation. Therefore, while the embodiments herein have been d6scribed in terms of preferred embodiments, those skilled in the art will recognize that the embodiments herein can be practiced with modification within the spirit and scope of the embodiments as d6scribed herein.

Any discussion of documents, acts, materials, d6vices, articles and the like that has been includ6d in this specification is solely for the purpose of providing a context for the disclosure. It is not to be taken as an admission that any or all of these matters form a part of the prior art base or were common general knowledge in the field relevant to the disclosure as it existed anywhere before the priority date of this application.

The numerical values mentioned in the d6scription and the d6scription/claims though might form a critical part of the present invention of the present invention, any d6viation from such numerical values shall still fall within the scope of the present invention if that d6viation follows the same scientific principle as that of the present invention disclosed in the present invention.

The inventive compound of the present invention may, if appropriate, be present as mixtures of different possible isomeric forms, especially of stereoisomers, for example E and Z, threo and erythro, and also optical isomers, but if appropriate also of tautomers. Both the E and the Z isomers, and also the threo and erythro isomers, and the optical isomers, any d6sired mixtures of these isomers and the possible tautomeric forms are disclosed and claimed.

The term “pest” for the purpose of the present disclosure includ6s but is not limited to fungi, stramenopiles (oomycetes), bacteria, nematod6s, mites, ticks, insects and rod6nts.

The term “plant” is understood here to mean all plants and plant populations, such as desired and und6 sired wild plants or crop plants (including naturally occurring crop plants). Crop plants may be plants which can be obtained by conventional breeding and optimization methods or by biotechnological and genetic engineering methods or combinations of these methods, including the transgenic plants and including the plant cultivars which are protectable and non-protectable by plant breeders’ rights.

For the purpose of the present disclosure the term “plant” includes a living organism of the kind exemplified by trees, shrubs, herbs, grasses, ferns, and mosses, typically growing in a site, absorbing water and required substances through its roots, and synthesizing nutrients in its leaves by photosynthesis. Examples of “plant” for the purpose of the present invention includ6 but are not limited to agricultural crops such as wheat, rye, barley, triticale, oats or rice; beet, e.g. sugar beet or fodd6r beet; fruits and fruit trees, such as pomes, stone fruits or soft fruits, e.g. apples, pears, plums, peaches, almonds, cherries, strawberries, raspberries, blackberries or gooseberries; leguminous plants, such as lentils, peas, alfalfa or soybeans; oil plants, such as rape, mustard, olives, sunflowers, coconut, cocoa beans, castor oil plants, oil palms, ground nuts or soybeans; cucurbits, such as squashes, cucumber or melons; fiber plants, such as cotton, flax, hemp or jute; citrus fruit and citrus trees, such as oranges, lemons, grapefruits or mandarins; any horticultural plants, vegetables, such as spinach, lettuce, asparagus, cabbages, carrots, onions, tomatoes, potatoes, cucurbits or paprika; lauraceous plants, such as avocados, cinnamon or camphor; cucurbitaceae; oleaginous plants; energy and raw material plants, such as cereals, corn, soybean, other leguminous plants, rape, sugar cane or oil palm; tobacco; nuts; coffee; tea; cacao; bananas; peppers; vines (table grapes and grape juice grape vines); hop; turf; sweet leaf (also called Stevia); natural rubber plants or ornamental and forestry plants, such as flowers, shrubs, broad-leaved trees or evergreens, e.g. conifers; and on the plant propagation materia1, such as seeds, and the crop material of these plants.

Preferably, the plant for the purpose of the present invention includ6s but is not limited to cereals, corn, rice, soybean and other leguminous plants, fruits and fruit trees, grapes, nuts and nut trees, citrus and citrus trees, any horticultural plants, cucurbitaceae, oleaginous plants, tobacco, coffee, tea, cacao, sugar beet, sugar cane, cotton, potato, tomato, onions, peppers and vegetables, ornamentals, any floricultural plants and other plants for use of human and animals.

The term “plant parts” is understood to mean all parts and organs of plants above and below the ground. For the purpose of the present disclosure the term plant parts includ6s but is not limited to cuttings, leaves, twigs, tubers, flowers, seeds, branches, roots including taproots, lateral roots, root hairs, root apex, root cap, rhizomes, slips, shoots, fruits, fruit bodies, bark, stem, buds, auxiliary buds, meristems, nod6s and internod6s.

The term “locus thereof’ includes soi1, surroundings of plant or plant parts and equipment or tools used before, during or after sowing/planting a plant or a plant part.

Application of the compounds of the present disclosure or the compound of the present disclosure in a composition optionally comprising other compatible compounds to a plant or a plant material or locus thereof includ6 application by a technique known to a person skilled in the art which includ6s but is not limited to spraying, coating, dipping, fumigating, impregnating, injecting and dusting.

The term “applied” means adhered to a plant or plant part either physically or chemically including impregnation.

The present invention relates to a compound of formula (I),

wherein,

E is selected from the group consisting of E-1 to E-3 and may be optionally substituted with one or more R1;

wherein,

# indicates the point of attachment;

Hy is selected from the group consisting of Hy-1 and Hy-2;

* indicates the point of attachment to piperidine;

## indicates the point of attachment to A;

K represents a 5- or 6- membered heteroaryl ring;

R'1 is selected from the group consisting of hydrogen and C1-C4alkyl;

Rb is selected from atoms selected from C or N;

R1 is selected from the group consisting of hydrogen, halogen, cyano, hydroxy, C1-C6 alky1, C1-C6 alkoxy, C1-C6 alkylthio, C1-C6 alkylsulfony1, C1-C6 alkylsulfiny1, C1-C6 alkeny1, C1-C6 alkyny1, G- C6 haloalky1, C1-C6 haloalkoxy, C1-C6haloalkeny1, C2-C6 haloalkynyl and C1-C6 cycloalkyl; two R1 together with the atom to which they are attached or together with further atoms selected from the group consisting of C, N, O, S and optionally including 1 to 3 ring members selected from the group consisting of C(=O), C(=S), S(O)m and Si(R')2 may form a five to six membered ring, which for its part may be substituted by one or more groups selected from the group consisting of halogen, cyano, C1-C4 alky1, C1-C3 haloalky1, C1-C4 alkoxy, C1-C4 alkylthio;

X1 is selected from the group consisting of -O-, -S(O)0-2-, -NR3;

R3 is selected from the group consisting of halogen, cyano, hydroxy, C1-C6 alky1, C1-C6 alkoxy, and C3-C6 cycloalkyl;

W1 is O or S;

A is selected from the group consisting of A1 and A2;

wherein, R8 represents C1-C6 alkyl group; or

A and a contiguous phenyl ring together is a fragment A3,

R2 is selected from the group consisting of halogen, cyano, hydroxy, C1-C6 alky1, C1-C6 alkoxy, C1- C6 alkylthio, C1-C6 alkeny1, C1-C6 alkyny1, C1-C6 haloalky1, C1-C6 haloalkeny1, C1-C6 haloalkyny1, C3-C6 cycloalky1, C3-C6 halocycloalky1, C1-C6 alkylsulfiny1, and C1-C6 alkylsulfonyl; n is an integer selected from 0 to 3 ;

Q is selected from -S(O)0-1 (R5)(=NR4) or -N=S(=O)0-I(R6)(R7);

R4 is selected from the group consisting of hydrogen, cyano, hydroxy, C1-C4 alkyl and C3-C6 cycloalky1, C3-C6 cycloalky1-C1-C4 alky1, C1-C4 alkyl carbonyl and C1-C4 haloalkyl carbonyl;

R5 and R6 are ind6pend6ntly selected from the group consisting of C1-C4 alky1, C2-C6 alkeny1, C3- G, cycloalky1, C3-C6 cycloalky1-C1-C4 alky1, C1-C4 haloalky1, and C3-C6 halocycloalkyl; or R7 is ind6pend6ntly selected from the group consisting of C1-C4 alky1, C2-C6 alkeny1, C3-C6 cycloalky1, C3-C6 cycloalky1-C1-C4 alky1, C1-C4 haloalky1, C3-C6 halocycloalkyl and phenyl; R4 or R5 with the C atom contiguous to the C atom substituted with Q may form a 4- to 6- membered heterocyclic ring, wherein the C atoms of the heterocyclic ring may be optionally replaced by C(=O) or C(=S);

R6 and R7 together with the S atom to which they are attached may form a 4- to 6- membered heterocyclic ring, wherein the C atoms of the heterocyclic ring may be optionally replaced by C(=O) or C(=S); or

R5 or R6 or R7 with the R2 may form a 4- to 6- membered heterocyclic ring, wherein the C atoms of the heterocyclic ring may be optionally replaced by C(=O) or C(=S); or

R6 or R7 with the C atom contiguous to the C atom substituted with Q may form a 4- to 6- membered heterocyclic ring, wherein the C atoms of the heterocyclic ring may be optionally replaced by C(=O) or C(=S); wherein, said heterocyclic rings may be optionally substituted with the group consisting of halogen, cyano, C1-C4 alky1, C3-C6 cycloalky1, C1-C4 haloalkyl and C3-C6 halocycloalkyl; or salts, metal complexes, N- oxides, isomers, and polymorphs thereof.

In one embodiment, K is selected from the group consisting of K1 to K19:

In one embodiment, the present invention provid6s a compound of formula (la) or salt thereof,

wherein, the substituent R1, Q, Ra and R2 are as d6fined above.

In one embodiment, the present invention provid6s a compound of formula (la-1) or salt thereof,

wherein, the substituent R1, R2, R'1, R4 and R5 are as d6fined above.

In one embodiment, the present invention provid6s a compound of formula (la-2) or salt thereof,

wherein, the substituent R1, R2, R'1, R6 and R7 are as d6fined above.

In one embodiment, the present invention provid6s a compound of formula (lb) or salt thereof, wherein, the substituent R1, R2, Ra and Q are as d6fined above.

In one embodiment, the present invention provid6s a compound of formula (Ic) or salt thereof,

wherein, the substituent R1, R2, R'1 and K are as d6fined above.

In a preferred embodiment of the present invention,

K is selected from the group consisting of K1 to K14;

In one embodiment of the present invention, the compound of formula (I) selected from, 5-chloro-1-(2-(4- (4-(5-(2-chloro-6-(S-methylsulfonimidoyl)phenyl)-4,5-dihydroisoxazo1-3-yl)thiazo1-2-yl)piperidin-1-yl)- 2-oxoethyl)-3-(trifluoromethyl)pyridin-2(1H)-one; 3-chloro-1-(2-(4-(4-(5-(2-chloro-6-(S- methylsulfonimidoyl)phenyl)-4,5-dihydroisoxazo1-3-yl)thiazo1-2-yl)piperidin-1-yl)-2-oxoethyl)-5- (trifluoromethyl)pyridin-2(1H)-one; (2-(3-(2-(1-(2-(3,5-bis(difluoromethyl)-1H-pyrazo1-1- yl)acetyl)piperidin-4-yl)thiazo1-4-yl)-4,5-dihydroisoxazo1-5-yl)-3-chlorophenyl)(imino)(methyl)-16- sulfanone; (3-chloro-2-(3-(2-(1-(2-(5-methy1-3-(trifluoromethyl)-1H-pyrazo1-1-yl)acetyl)piperidin-4- yl)thiazo1-4-yl)-4,5-dihydroisoxazo1-5-yl)phenyl)(imino)(methyl)-16-sulfanone; (3-chloro-2-(3-(2-(1-(2- (5-methy1-3-(trifluoromethyl)-1H-pyrazo1-1-yl)acetyl)piperidin-4-yl)thiazo1-4-yl)-4,5-dihydroisoxazo1-5- yl)phenyl)(methyl)(methylimino)-16-sulfanone; ((3-fluoro-2-(3-(2-(1-(2-(5-methy1-3-(trifluoromethyl)-

In one embodiment, the present invention provid6s a process for the preparation compounds of formula

(l).

ln another embodiment, the present invention provid6s a process for preparing compound of formula (I), wherein the process comprising following steps:

a) converting a compound of formula (IX) to a compound of formula (VIII) according to the reaction scheme as d6picted below:

b) reacting compound of formula (VIII) with a compound of formula (VII) to obtain a compound of formula (VI) according to the reaction scheme as d6picted below:

c) converting compound of formula (VI) to compound of formula (IV) according to the reaction scheme as d6picted below:

d) converting compound of formula (IV) to compound of formula (III) according to the reaction scheme as d6picted below:

e) reacting compound of formula (III) with compound of formula (II) to obtain a compound of formula (I) according to the reaction scheme as d6picted below:

wherein in the above reaction schemes, P is protecting group, L is leaving group and Q, E, Hy R2 and n are as d6fined above.

In an embodiment, compound of formula (VI) is reacted with compound of formula (V) to obtain compound of formula (IV) according to the reaction scheme as d6picted below:

In another embodiment, compound of formula (VI) is reacted with compound of formula (V) to obtain compound of formula (IV a) followed by conversion of compound of formula (IVa) to (IV) according to the reaction scheme as d6picted below:

In an embodiment, compound of formula (IV) is converted to compound of formula (III) according to the reaction scheme as d6picted below:

In another embodiment, compound of formula (IV) is converted to compound of formula (III) according to the reaction scheme as d6picted below:

In an embodiment, compound of formula (III) is convered to compound of formula (I) by reacting compound of formula (III) with compound of formula (II) according to the reaction scheme as depicted below:

In another embodiment, compound of formula (III) is convered to compound of formula (I) by reacting compound of formula (III) with compound of formula (II) according to the reaction scheme as depicted below:

In one embodiment, a compound of formula (T)

wherein,

P is selected from the group consisting of hydrogen and -C(O)OC1-C6 alkyl;

Hy, Q, R2 and n are as d6fined above.

The compounds of formula (I) can be prepared by one or more of the following methods and variations as d6scribed in schemes 1-17.

The d6finitions of R2, A, E, Q, W1 and n in the schemes below are as d6fined herein before in the d6scription unless otherwise noted.

As shown in scheme 1, a compound of formula (I) involves coupling of an acid of formula IN-1 with an amine of Formula 1 (or its acid salt) in the presence of a d6hydrative coupling reagent such as dicyclohexylcarbodiimid6 (DCC), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimid6 hydrochlorid6 (EDC) O-benzotriazo1-1-y1-tetramethyluronium hexafluoro-phosphate (HBTU), or 1-[Bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium 3-oxide hexafluorophosphate (HATU). Polymer-supported reagents useful for the purpose includ6 polymer-bound cyclohexylcarbodiimid6. These reactions can typically be carried out at 0-40 °C in a solvent such as dichloromethane, acetonitrile or dimethylformamide in the presence of a base such as triethylamine or diisopropylethylamine.

In the subsequent step, amid6s of formula (I) wherein W1 is O can be converted to thioamid6s of formula (I) wherein W1 is S using a variety of standard thiating reagents such as phosphorus pentasulfid6 or 2, 4-bis (4-methoxyphenyl)-1, 3-dithia-2, 4- diphosphetane-2, 4-disulfid6 (Lawesson's reagent).

Alternatively, the compound of the formula (I) can be prepared by converting the “X” following the schemes 6, 7 and 8.

The compound of Formula 1 can be prepared from the protected amine compound of Formula 2 where P is an amine-protecting group as shown in Scheme 3.

The compound of the Formula 2 can be converted to the compound of the Formula 1 by suitable methods for removing protecting groups d6 scribed in the literature (Protective Groups in Organic Synthesis; Theodora W. Greene, Peter G. M. Wuts; Wiley-Interscience; Third Edition; 1999; 494-653).

For example, tert-Butoxycarbonyl and benzyloxycarbonyl protecting groups can be removed in an acidic medium (for example with hydrochloric acid or trifluoroacetic acid). Acetyl protecting groups can be removed under basic conditions (for example with potassium carbonate or cesium carbonate). Benzylic protecting groups can be removed hydrogenolytically with hydrogen in the presence of a catalyst (for example palladium on activated carbon).

CLAIMS:

1. A compound of formula (I),

wherein,

E is selected from the group consisting of E-1 to E-3 and may be optionally substituted with one or more R1;

wherein,

# indicates the point of attachment;

Hy is selected from the group consisting of Hy-1 and Hy-2;

* indicates the point of attachment to piperidine;

# indicates the point of attachment to A;

K represents a 5- or 6- membered heteroaryl ring;

Rb is selected from atoms selected from C or N;

R'1 is selected from the group consisting of hydrogen and C1-C4 alkyl;

R1 is selected from the group consisting of hydrogen, halogen, cyano, hydroxy, C1-C6 alky1, C1-C6 alkoxy, C1-C6 alkylthio, C1-C6 alkylsulfony1, C1-C6 alkylsulfiny1, C2-C6 alkeny1, C2-C6 alkyny1, C1- G, haloalky1, C1-C6, haloalkoxy, C2-C6haloalkeny1, C2-C6 haloalkynyl and C3-C6 cycloalkyl; or two R1 together with the atom to which they are attached or together with further atoms selected from the group consisting of C, N, O, S and optionally including 1 to 3 ring members selected from the group consisting of C(=O), C(=S), S(O)m and Si(R')2 may form a five to six membered ring, which for its part may be substituted by one or more groups selected from the group consisting of halogen, cyano, C1-C4 alky1, C1-C3 haloalky1, C1-C4 alkoxy, C1-C4 alkylthio;

X1 is selected from the group consisting of -0-, -S(O)o-2-, -NR3;

wherein, R3 is selected from the group consisting of cyano, hydroxy, C1-C6 alky1, C1-C6 alkoxy, and C3-C6 cycloalky1, wherein C1-C6 alky1, C1-C6 alkoxy, and C3-C6 cycloalkyl may optionally be substituted with one or more halogen;

W1 is O or S;

A is A1 or A2

wherein, R8 is C1-C6 alkyl group; or

A and a contiguous phenyl ring together represents a fragment A3,

R2 is selected from the group consisting of halogen, cyano, hydroxy, C1-C6 alky1, C1-C6 alkoxy, C1-C6 alkylthio, C2-C6 alkeny1, C2-C6 alkyny1, C1-C6 haloalky1, C2-C6 haloalkeny1, C2-C6 haloalkyny1, C3-C6 cycloalky1, C3-C6 halocycloalky1, C1-C6, alkylsulfiny1, and C1-C6 alkylsulfonyl; n is an integer selected from 0 to 3;

Q is selected from,-S(=O)o-i(R5)(=NR4) or -N=S(=O)o-i(R6)(R7);

R4 is selected from the group consisting of hydrogen, cyano, hydroxy, C1-C4 alkyl and C3-C6 cycloalky1, C3-C6 cycloalky1-C1-C4 alky1, C1-C4 alkyl carbonyl and C1-C4 haloalkyl carbonyl;

R5 and R6 are independently selected from the group consisting of C1-C4 alky1, C2-C6 alkeny1, C3- G, cycloalky1, C3-C6 cycloalky1-C1-C4 alky1, C1-C4 haloalkyl and C3-C6 halocycloalkyl;

R7 is selected from the group consisting of C1-C4 alky1, C2-C6 alkeny1, C3-C6 cycloalky1, C3-C6 cycloalky1-C1-C4 alky1, C1-C4 haloalky1, C3-C6 halocycloalkyl and phenyl; or

R4 or R5 with the C atom contiguous to the C atom substituted with Q may form a 4- to 6- membered heterocyclic ring, wherein the C atoms of the heterocyclic ring may be optionally replaced by C(=O) or C(=S); or

R6 and R7 together with the S atom to which they are attached may form a 4- to 6- membered heterocyclic ring, wherein the C atoms of the heterocyclic ring may be optionally replaced by C(=O) or C(=S); or

R5 or R6 or R7 with the R2 may form a 4- to 6- membered heterocyclic ring, wherein the C atoms of the heterocyclic ring may be optionally replaced by C(=O) or C(=S); or

R6 or R7 with the C atom contiguous to the C atom substituted with Q may form a 4- to 6- membered heterocyclic ring, wherein the C atoms of the heterocyclic ring may be optionally replaced by C(=O) or C(=S); wherein, said heterocyclic rings may be optionally substituted with the group consisting of halogen, cyano, C1-C4 alky1, C3-C6 cycloalky1, C1-C4 haloalkyl and C3-C6 halocycloalkyl;

or its salts, metal complexes, N-oxides, isomers, and polymorphs thereof.

2. The compound of formula (I) as claimed in claim 1, wherein,

A represents A1

; and W represents O;

3. The compound of formula (I) as claimed in claim 1, wherein,

K is selected from the group consisting of K1 to K14:

*indiacates the point of attachment.

4. The compound of formula (I) as claimed in claim 1, wherein said compound of formula (I) is selectecd from:

5-chloro-1-(2-(4-(4-(5-(2-chloro-6-(S-methylsulfonimidoyl)phenyl)-4,5-dihydroisoxazo1-3-yl)thiazo1- 2-yl)piperidin-1-yl)-2-oxoethyl)-3-(trifluoromethyl)pyridin-2(1H)-one; 3-chloro-1-(2-(4-(4-(5-(2- chloro-6-(S-methylsulfonimidoyl)phenyl)-4,5-dihydroisoxazo1-3-yl)thiazo1-2-yl)piperidin-1-yl)-2- oxoethyl)-5-(trifluoromethyl)pyridin-2(1H)-one; (2-(3-(2-(1-(2-(3,5-bis(difluoromethyl)-1H-pyrazo1- 1-yl)acetyl)piperidin-4-yl)thiazo1-4-yl)-4,5-dihydroisoxazo1-5-yl)-3-chlorophenyl)(imino)(methyl)-16- sulfanone; (3-chloro-2-(3-(2-(1-(2-(5-methy1-3-(trifluoromethyl)-1H-pyrazo1-1-yl)acetyl)piperidin-4- yl)thiazo1-4-yl)-4,5-dihydroisoxazo1-5-yl)phenyl)(imino)(methyl)-16-sulfanone; (3-chloro-2-(3-(2-(1- (2-(5-methy1-3-(trifluoromethyl)-1H-pyrazo1-1-yl)acetyl)piperidin-4-yl)thiazo1-4-yl)-4,5- dihydroisoxazo1-5-yl)phenyl)(methyl)(methyhmino)-16-sulfanone; ((3-fluoro-2-(3-(2-(1-(2-(5-methy1- 3-(trifluoromethyl)- 1 H-pyrazo1- 1 -yl)acetyl)piperidin-4-yl)thiazo1-4-yl)-4,5 -dihydroisoxazo1-5 -

((ethyl(isopropyl)(oxo)-16-sulfaneylid6ne)amino)phenyl)-4,5-dihydroisoxazo1-3-yl)thiazo1-2- yl)piperidin-1-yl)-2-oxoethyl)-3-(trifluoromethyl)pyridin-2(1H)-one and ((3-chloro-2-(3-(2-(1-(2-(4- chloro-3 ,5-dimethy1- 1H-pyrazo1-1-yl)acetyl)piperidin-4-yl)thiazo1-4-yl)-4,5-dihydroisoxazo1-5- yl)phenyl)imino)(ethyl)(isopropyl)-16-sulfanone.

5. A process for preparing a compound of formula (I) as claimed in claim 1, wherein said process comprising steps of :

a) converting a compound of formula (IX) to a compound of formula (VIII) according to the reaction scheme as d6picted below:

b) reacting compound of formula (VIII) with a compound of formula (VII) to obtain a compound of formula (VI) according to the reaction scheme as d6picted below:

c) converting compound of formula (VI) to compound of formula (IV) according to the reaction scheme as d6picted below:

converting compound of formula (IV) to compound of formula (III) according to the reaction scheme as d6picted below:

e) reacting compound of formula (III) with compound of formula (II) to obtain a compound of formula (I) according to the reaction scheme as d6picted below:

wherein in the above reaction schemes, P is protecting group, L is leaving group and Q, E, Hy R2 and n are as d6fined in claim 1.

6. A composition for controlling or preventing phytopathogenic micro-organisms comprising a biologically effective amount of the compound of formula (I) or agronomically acceptable salts, isomers/structural isomers, stereo-isomers, diastereoisomers, enantiomers, tautomers, polymorphs, metal complexes or N- oxides thereof as claimed in claim claim 1 and at least one additional component selected from the group consisting of surfactants and auxiliaries.

7. The composition as claimed in claim 6, wherein said composition additionally comprises at least one additional biological active compound selected from fungicides, insecticides, nematicides, acaricides, biopesticides, herbicides, plant growth regulators, antibiotics, fertilizers or nutrients.

8. The composition as claimed in claim 6, wherein said biologically effective amount of compound of formula (I) ranges from 0.1 % to 99 % by weight with respect to the total weight of the composition.

9. A combination comprising a biologically effective amount of the compound of formula (I) as claimed in claim 1 and at least one additional biological active compatible compound selected from fungicides, insecticides, nematicides, acaricides, biopesticides, herbicides, plant growth regulators, antibiotics, fertilizers and nutrients.

10. Use of compound of formula (I) as claimed in claim 1, for controlling or preventing phytopathogenic fungi, stramenopiles, and bacteria in agricultural crops and/or horticultural crops.

11. Use of composition as claimed in claim 7, for controlling or preventing phytopathogenic fungi, stramenopiles, bacteria, insects, nematodes, tremadotes and mites in agricultural crops and/or horticultural crops.

12. Use of combination as claimed in claim 9, for controlling or preventing phytopathogenic fungi, stramenopiles, bacteria, insects, nematodes, trematodes and mites in agricultural crops and/or horticultural crops.

13. Use of compoundof formula (I) as claimed in claim 10, for controlling or preventing oomycetes in agricultural crops and/or horticultural crops.

14. Use of the compound of formula (I) as claimed in claim 10, wherein the agricultural crops are selected from cereals, corn, rice, soybean and other leguminous plants, fruits and fruit trees, grapes, nuts and nut trees, citrus and citrus trees, any horticultural plants, cucurbitaceae, oleaginous plants, tobacco, coffee, tea, cacao, sugar beet, sugar cane, cotton, potato, tomato, onions, peppers and other vegetables and ornamentals.

15. A method of controlling or preventing infestation of useful plants by phytopathogenic micro- organisms in agricultural crops and or horticultural crops wherein the compound of formula (I) claimed in claim 1 , is applied to the plants, to parts thereof or the locus thereof.

16. A method of controlling or preventing infestation of useful plants by phytopathogenic micro- organisms in agricultural crops and or horticultural crops wherein the compound of formula (I) claimed in claim 1, is applied to seeds.

17. A compound of formula (T),

wherein,

P is selected from the group consisting of hydrogen and -C(O)0C1-C6 alkyl;

Hy, Q, R2 and n are as d6fined in claim 1.