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US 2014/0349848 A1Published application
Fungicidal 4-substituted-3--1,2,4-oxadizol-5(4h)-one derivatives
AssigneeBayer Intellectual Property GmbH
InventorsChristoph Braun, Haruko Sawada, Helene Lachaise, Stephane Brunet, Philippe Rinolfi, Christophe Dubost, Pierre-Yves Coqueron, Simon Maechling, Anne-Sophie Rebstock, Ulrike Wachendorff-Neumann
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Abstract
The present invention provides fungicidal 4-substituted-3-{phenyl[(heterocyclylmethoxy)imino]methyl}-1,2,4-oxadiazol-5(4H)-one derivatives of formula (I) wherein A represents a pyridyl or thiazole group and X1, Y1 to Y5 represent independently different substituents.
Claims21
A compound of formula (I)
- wherein
- X1 represents a hydrogen atom, a formyl group, substituted or non-substituted C1-C8-alkyl, substituted or non-substituted C3-C8-cycloalkyl, a substituted or non-substituted C2-C8-alkenyl, substituted or non-substituted C2-C8-alkynyl, substituted or non-substituted C1-C8-alkylcarbonyl;
- A is selected in the list consisting of A1 to A2:
- wherein
- Z1 represents a hydrogen atom, a halogen atom, a nitro group, an amino group, an hydroxyamino group, a hydroxy group, a cyano group, substituted or non-substituted C1-C8-alkoxyamino group, substituted or non-substituted C1-C8-alkylamino, a substituted or non-substituted C2-C8-alkenylamino, substituted or non-substituted C2-C8-alkynylamino, substituted or non-substituted C3-C10-cycloalkylamino, substituted or non-substituted C3-C10-cycloalkenylamino, substituted or non-substituted C5-C12-fused bicycloalkylamino, substituted or non-substituted C5-C12-fused bicycloalkenylamino, substituted or non-substituted di-C1-C8-alkylamino, substituted or non-substituted phenylamino, substituted or non-substituted heterocyclylamino, or a group of formula QC(═U)NRa
- wherein
- Q represents a hydrogen atom, substituted or non-substituted C1-C8-alkyl, substituted or non-substituted C3-C8-cycloalkyl, a substituted or non-substituted C2-C8-alkenyl, substituted or non-substituted C3-C8-cycloalkenyl, substituted or non-substituted C2-C8-alkynyl, substituted or non-substituted C1-C8-alkoxy, substituted or non-substituted C2-C8-alkenyloxy, substituted or non-substituted C2-C8-alkynyloxy, substituted or non-substituted C1-C8-alkylamino, substituted or non-substituted C1-C8-alkylsulfenyl, substituted or non-substituted C2-C8-alkenylsulfenyl, substituted or non-substituted C2-C8-alkynylsulfenyl, substituted or non-substituted arylsulfenyl, substituted or non-substituted aryl, substituted or non-substituted heterocyclyl, substituted or non-substituted C5-C12-fused bicycloalkyl, substituted or non-substituted C5-C12-fused bicycloalkenyl, substituted or non-substituted C5-C12-benzofused carbocyclyl, substituted or non-substituted C5-C12-benzofused heterocyclyl, substituted or non-substituted cycloalkoxy;
- substituted or non-substituted cycloalkenyloxy, substituted or non-substituted aryloxy;
- substituted or non-substituted heterocyclyloxy, substituted or non-substituted C5-C12-fused bicycloalkoxy, substituted or non-substituted C5-C12-fused bicycloalkenyloxy, substituted or non-substituted C5-C12-benzofused carbocyclyloxy, substituted or non-substituted C5-C12-benzofused heterocyclyloxy;
- U represents a oxygen atom or a sulfur atom;
- Ra represents a hydrogen atom, a hydroxy group, substituted or non-substituted C1-C8-alkyl, substituted or non-substituted C3-C8-cycloalkyl, a substituted or non-substituted C2-C8-alkenyl, substituted or non-substituted C2-C8-alkynyl, substituted or non-substituted C1-C8-alkoxy, substituted or non-substituted C3-C10-cycloalkenyl, substituted or non-substituted C5-C12-fused bicycloalkyl, substituted or non-substituted C5-C12-fused bicycloalkenyl, substituted or non-substituted aryl, or substituted or non-substituted heterocyclyl, substituted or non-substituted C1-C8-alkylcarbonyl, substituted or non-substituted aryloxycarbonyl, substituted or non-substituted C1-C8-alkoxycarbonyl;
- Z2, Z3 and Z4 independently represent a hydrogen atom, a halogen atom, substituted or non-substituted C1-C8-alkyl, substituted or non-substituted C3-C8-cycloalkyl, a C2-C8-alkenyl, substituted or non-substituted C2-C8-alkynyl, substituted or non-substituted C1-C8-alkoxy;
- Y1 to Y5 independently represent a hydrogen atom, a halogen atom, a nitro group, a a cyano group, a substituted or non-substituted carbaldehyde O—(C1-C8-alkyl)oxime, a pentafluoro-λ6-sulfenyl group, substituted or non-substituted C1-C8-alkyl, substituted or non-substituted C3-C8-cycloalkyl, substituted or non-substituted C1-C8-halogenoalkyl having 1 to 5 halogen atoms, a C2-C8-alkenyl, substituted or non-substituted C2-C8-alkynyl, substituted or non-substituted C1-C8-alkoxy, substituted or non-substituted C1-C8-halogenoalkoxy having 1 to 5 halogen atoms, substituted or non-substituted C1-C8-alkylsulfenyl, substituted or non-substituted C2-C8-alkenyloxy, substituted or non-substituted C3-C8-alkynyloxy, substituted or non-substituted N—(C1-C8-alkoxy)-C1-C8-alkanimidoyl, substituted or non-substituted N—(C1-C8-alkoxy)-C1-C8-halogenoalkanimidoyl having 1 to 5 halogen atoms, substituted or non-substituted C1-C8-alkoxycarbonyl, substituted or non-substituted C1-C8-alkylcarbonyloxy, substituted or non-substituted C1-C8-alkylsulfinyl, substituted or non-substituted C1-C8-alkylsulfonyl, substituted or non-substituted phenoxy, substituted or non-substituted phenylsulfenyl, substituted or non-substituted aryl, substituted or non-substituted tri(C1-C8-alkyl)-silyloxy, substituted or non-substituted tri(C1-C8-alkyl)-silyl, substituted or non-substituted heterocyclyl, substituted or non-substituted heterocyclyloxy;
- as well as salts, N-oxides, metallic complexes and metalloidic complexes thereof or (E) and (Z) isomers and mixtures thereof.
11 more elements
A compound of formula (V)
- wherein
- A is selected in the list consisting of A1 to A2:
- wherein
- Z1 represents a hydrogen atom, a halogen atom, a nitro group, an amino group, an hydroxyamino group, a hydroxy group, a cyano group, substituted or non-substituted C1-C8-alkoxyamino group, substituted or non-substituted C1-C8-alkylamino, a substituted or non-substituted C2-C8-alkenylamino, substituted or non-substituted C2-C8-alkynylamino, substituted or non-substituted C3-C10-cycloalkylamino, substituted or non-substituted C3-C10-cycloalkenylamino, substituted or non-substituted C5-C12-fused bicycloalkylamino, substituted or non-substituted C5-C12-fused bicycloalkenylamino, substituted or non-substituted di-C1-C8-alkylamino, substituted or non-substituted phenylamino, substituted or non-substituted heterocyclylamino, or a group of formula QC(═U)NRa
- wherein
- Q represents a hydrogen atom, substituted or non-substituted C1-C8-alkyl, substituted or non-substituted C3-C8-cycloalkyl, a substituted or non-substituted C2-C8-alkenyl, substituted or non-substituted C3-C8-cycloalkenyl, substituted or non-substituted C2-C8-alkynyl, substituted or non-substituted C1-C8-alkoxy, substituted or non-substituted C2-C8-alkenyloxy, substituted or non-substituted C2-C8-alkynyloxy, substituted or non-substituted C1-C8-alkylamino, substituted or non-substituted C1-C8-alkylsulfenyl, substituted or non-substituted C7-C8-alkenylsulfenyl, substituted or non-substituted C2-C8-alkynylsulfenyl, substituted or non-substituted arylsulfenyl, substituted or non-substituted aryl, substituted or non-substituted heterocyclyl, substituted or non-substituted C5-C12-fused bicycloalkyl, substituted or non-substituted C5-C12-fused bicycloalkenyl, substituted or non-substituted C5-C12-benzofused carbocyclyl, substituted or non-substituted C5-C12-benzofused heterocyclyl, substituted or non-substituted cycloalkoxy;
- substituted or non-substituted cycloalkenyloxy, substituted or non-substituted aryloxy;
- substituted or non-substituted heterocyclyloxy, substituted or non-substituted C5-C12-fused bicycloalkoxy, substituted or non-substituted C5-C12-fused bicycloalkenyloxy, substituted or non-substituted C5-C12-benzofused carbocyclyloxy, substituted or non-substituted C5-C12-benzofused heterocyclyloxy;
- U represents a oxygen atom or a sulfur atom;
- Ra represents a hydrogen atom, a hydroxy group, substituted or non-substituted C1-C8-alkyl, substituted or non-substituted C3-C8-cycloalkyl, a substituted or non-substituted C2-C8-alkenyl, substituted or non-substituted C2-C8-alkynyl, substituted or non-substituted C1-C8-alkoxy, substituted or non-substituted C3-C10-cycloalkenyl, substituted or non-substituted C5-C12-fused bicycloalkyl, substituted or non-substituted C5-C12-fused bicycloalkenyl, substituted or non-substituted aryl, or substituted or non-substituted heterocyclyl, substituted or non-substituted C1-C8-alkylcarbonyl, substituted or non-substituted aryloxycarbonyl, substituted or non-substituted C1-C8-alkoxycarbonyl;
- Z2, Z3 and Z4 independently represent a hydrogen atom, a halogen atom, substituted or non-substituted C1-C8-alkyl, substituted or non-substituted C3-C8-cycloalkyl, a C2-C8-alkenyl, substituted or non-substituted C7-C8-alkynyl, substituted or non-substituted C1-C8-alkoxy;
- Y1 to Y5 independently represent a hydrogen atom, a halogen atom, a nitro group, a a cyano group, a substituted or non-substituted carbaldehyde O—(C1-C8-alkyl)oxime, a pentafluoro-λ6-sulfenyl group, substituted or non-substituted C1-C8-alkyl, substituted or non-substituted C3-C8-cycloalkyl, substituted or non-substituted C1-C8-halogenoalkyl having 1 to 5 halogen atoms, a C2-C8-alkenyl, substituted or non-substituted C2-C8-alkynyl, substituted or non-substituted C1-C8-alkoxy, substituted or non-substituted C1-C8-halogenoalkoxy having 1 to 5 halogen atoms, substituted or non-substituted C1-C8-alkylsulfenyl, substituted or non-substituted C2-C8-alkenyloxy, substituted or non-substituted C3-C8-alkynyloxy, substituted or non-substituted N—(C1-C8-alkoxy)-C1-C8-alkanimidoyl, substituted or non-substituted N—(C1-C8-alkoxy)-C1-C8-halogenoalkanimidoyl having 1 to 5 halogen atoms, substituted or non-substituted C1-C8-alkoxycarbonyl, substituted or non-substituted C1-C8-alkylcarbonyloxy, substituted or non-substituted C1-C8-alkylsulfinyl, substituted or non-substituted C1-C8-alkylsulfonyl, substituted or non-substituted phenoxy, substituted or non-substituted phenylsulfenyl, substituted or non-substituted aryl, substituted or non-substituted tri(C1-C8-alkyl)-silyloxy, substituted or non-substituted tri(C1-C8-alkyl)-silyl, substituted or non-substituted heterocyclyl, substituted or non-substituted heterocyclyloxy.
9 more elements
A compound of formula (VII)
- wherein
- Y1 to Y5 independently represent a hydrogen atom, a halogen atom, a nitro group, a cyano group, a substituted or non-substituted carbaldehyde O—(C1-C8-alkyl)oxime, a pentafluoro-λ6-sulfenyl group, substituted or non-substituted C1-C8-alkyl, substituted or non-substituted C3-C8-cycloalkyl, substituted or non-substituted C1-C8-halogenoalkyl having 1 to 5 halogen atoms, a C2-C8-alkenyl, substituted or non-substituted C2-C8-alkynyl, substituted or non-substituted C1-C8-alkoxy, substituted or non-substituted C1-C8-halogenoalkoxy having 1 to 5 halogen atoms, substituted or non-substituted C1-C8-alkylsulfenyl, substituted or non-substituted C2-C8-alkenyloxy, substituted or non-substituted C3-C8-alkynyloxy, substituted or non-substituted N—(C1-C8-alkoxy)-C1-C8-alkanimidoyl, substituted or non-substituted N—(C1-C8-alkoxy)-C1-C8-halogenoalkanimidoyl having 1 to 5 halogen atoms, substituted or non-substituted C1-C8-alkoxycarbonyl, substituted or non-substituted C1-C8-alkylcarbonyloxy, substituted or non-substituted C1-C8-alkylsulfinyl, substituted or non-substituted C1-C8-alkylsulfonyl, substituted or non-substituted phenoxy, substituted or non-substituted phenylsulfenyl, substituted or non-substituted aryl, substituted or non-substituted tri(C1-C8-alkyl)-silyloxy, substituted or non-substituted tri(C1-C8-alkyl)-silyl, substituted or non-substituted heterocyclyl, substituted or non-substituted heterocyclyloxy;
- and X1 represents substituted or non-substituted C1-C8-alkyl.
Dependencies are inferred from the claim text.