Biphenyl derivatives and their use as fungicides

Details Biphenyl derivatives and their use as fungicides Biphenyl derivatives and their use as fungicides

C - Chemistry, Metallurgy

07

D

C07D 231/14 (2006.01) A01N 43/02 (2006.01) A01N 43/34 (2006.01) A01N 43/48 (2006.01) A01N 43/74 (2006.01) A01P 3/00 (2006.01) C07C 211/45 (2006.01) C07C 233/03 (2006.01) C07D 207/34 (2006.01) C07D 213/82 (2006.01) C07D 231/16 (2006.01) C07D 237/24 (2006.01) C07D 239/28 (2006.01) C07D 239/30 (2006.01) C07D 263/34 (2006.01) C07D 277/56 (2006.01) C07D 307/68 (2006.01) C07D 309/28 (2006.01) C07D 327/06 (2006.01) C07D 333/38 (2006.01) C07F 7/08 (2006.01)

Patent

CA 2510528

A fungicidally active compound of formula (I): where Het is a substituted 5- or 6-membered heterocyclic ring; R1 is hydrogen, formyl, CO-C1-4 alkyl, COO-C1- 4 alkyl, C1-4 alkoxy(C1-4)alkylene, CO-C1-4 alkylenoxy(C1-4)alkyl, propargyl or allenyl; R2, R3, R4 and R5 are each, independently, hydrogen, halogen, methyl or CF3; each R6 is, independently, halogen, methyl or CF3; R7 is (Z)mC=C(Y1), (Z)mC(Y1)=C(Y2)(Y3) or tri(C1-4)alkylsilyl; X is O or S; Y1, Y2 and Y3 are each, independently, hydrogen, halogen, C1-6 alkyl [optionally substituted by one or more substituents each independently selected from halogen, hydroxy, C1-4 alkoxy, C1-4 haloalkoxy, C1-4 alkylthio, C1-4 haloalkylthio, C1-4 alkylamino, di(C1-4)alkylamino, C1-4 alkoxycarbonyl, C1-4 alkylcarbonyloxy and tri(C1-4)alkylsilyl], C2-4 alkenyl [optionally substituted by one or more substituents each independently selected from halogen], C2-4 alkynyl [optionally substituted by one or more substituents each independently selected from halogen], C3-7 cycloalkyl [optionally substituted by one or more substituents each independently selected from halogen, C1-4 alkyl and C1-4 haloalkyl] or tri(C1~4)alkylsilyl; Z is C1-4 alkylene [optionally substituted by one or more substituents each independently selected from hydroxy, cyano, C1-4 alkoxy, halogen, C1-4 haloalkyl, C1-4 haloalkoxy, C1-4 alkylthio, COOH and COO-C1-4 alkyl]; m is 0 or 1; and n is 0, 1 or 2; the invention also relates to novel intermediates used in the preparation of these compounds, to agrochemical compositions which comprise at least one of the novel compounds as active ingredient and to the use of the active ingredients or compositions in agriculture or horticulture for controlling or preventing infestation of plants by phytopathogenic microorganisms, preferably fungi.

L'invention concerne un composé actif du point de vue fongicide de formule générale (I), dans laquelle Het est un anneau hétérocyclique substitué à 5 ou 6 éléments; R?1¿ est hydrogène, formyle, CO-C¿1-4? alkyle, COO-C¿1-4? alkyle, C¿1-4? alcoxy(C¿1-4?)alkylène, CO-C¿1-4? alkylène-oxy(C¿1-4?)alkyle, propargyle ou allényle; R?2¿, R?3¿, R?4¿ et R?5¿ sont chacun, indépendamment, hydrogène, halogène, méthyle ou CF¿3?; chaque R?6¿ est, indépendamment, halogène, méthyle ou CF¿3?; R?7¿ est (Z)¿m?C=C(Y?1¿), (Z)¿m?C(Y?1¿)=C(Y?2¿)(Y?3¿) ou tri(C¿1-4?)alkylsilyle; X est O ou S; Y?1¿, Y?2¿ et Y?3¿ sont chacun, indépendamment, hydrogène, halogène, C¿1-6? alkyle [éventuellement substitué par un ou plusieurs substituants chacun indépendamment sélectionné parmi halogènes, hydroxy, C¿1-4? alcoxy, C¿1-4? haloalcoxy, C¿1-4? alkylthio, C¿1-4? haloalkylthio, C¿1-4? alkylamino, di(C¿1-4?)alkylamino, C¿1-4? alcoxycarbonyle, C¿1-4? alkylcarbonyloxy et tri(C¿1-4?)alkylsilyle], C¿2-4? alcényle [éventuellement substitué par un ou plusieurs substituants chacun indépendamment sélectionné à partir d'halogènes], C¿2-4? alkynyle [éventuellement substitué par un ou plusieurs substituants chacun indépendamment sélectionné à partir d'halogènes], C¿3-7? cycloalkyle [éventuellement substitué par un ou plusieurs substituants chacun indépendamment sélectionné parmi halogènes, C¿1-4? alkyle et C¿1-4? haloalkyle] ou tri(C¿1-4?)alkylsilyle; Z est C¿1-4? alkylène [éventuellement substitué par un ou plusieurs substituants chacun indépendamment sélectionné parmi hydroxy, cyano, C¿1-4? alcoxy, halogènes, C¿1-4? haloalkyle, C¿1? ¿-4? haloalcoxy, C¿1-4? alkylthio, COOH et COO-C¿1-4? alkyle]; m vaut 0 ou 1; et n vaut 0, 1 ou 2. L'invention concerne également des nouveaux intermédiaires utilisés dans la préparation de ces composés, des compositions agrochimiques qui comprennent au moins un des nouveaux composés utilisé en tant qu'ingrédient actif et l'utilisation de ces ingrédients actifs ou compositions dans les domaines de l'agriculture ou de l'horticulture afin de prévenir ou de lutter contre l'infestation des plantes par des micro-organismes phytopathogènes, de préférence des champignons.

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