Substituted 3-phenyl isoxazolines

Details Substituted 3-phenyl isoxazolines Substituted 3-phenyl isoxazolines

C - Chemistry, Metallurgy

07

D

C07D 261/04 (2006.01) A01N 43/80 (2006.01) C07D 413/10 (2006.01) C07D 413/12 (2006.01)

Patent

CA 2297026

The invention relates to substituted 3-phenyl isoxazolines of formula (I) and salts and enol ethers thereof, and to their use as herbicides. In said formula (I), X represents -O-, -S-, -N(R9)-; R1 represents CN, C1-C4alkyl, C1-C4alkyl halide, C1-C4halogen alkoxy, C1-C4alkyl sulfonyl; R2 represents H or optionally, substituted C1-C6 alkyl, (C1-C6 alkyl) carbonyl, C1-C6alkyl sulfonyl, C2-C6 alkenyl, (C2-C6 alkenyl) carbonyl, C2-C6alkinyl, (C2- C6alkinyl) carbonyl; R3 represents H, halogen; R4 represents CN, halogen, C1- C3 alkyl halide; R5 represents H, CN, halogen, C1-C3alkyl halide; R6 represents H, CN, halogen, C1-C3 alkyl halide or optionally, substituted C1-C6 alkoxy; R7 represents CN, halogen; R8 is at .alpha. when R7 is at .beta., or at .beta. when R7 is at .alpha. and represents: 1) H, OH, SH, CH, NO2, halogen, C1-C6alkyl, C1-C6alkyl halide, C1-C6halogen alkoxy, C1-C6 halogenalkylthio, C1-C6 alkylthio (C1-C6alkyl) carbonyl, (C1-C6 alkyl) iminooxycarbonyl, C1-C6alkoxy C1-C6alkyl, C1-C6alkoxyamino C1-C6alkyl, C1- C6alkoxy C1-C6alkylamino C1-C6alkyl, 2) optionally, substituted C1-C6alkoxy, C1-C6 alkylthio, C3-C6 cycloalkoxy, C3-C6 cycloalkylthio, C2-C6 alkenyloxy, C2- C6alkenylthio, C2-C6 alkinyloxy, C2-C6 alkinylthio, (C1-C6 alkyl) carbonyloxy, (C1-C6 alkyl) carbonylthio, (C1-C6 alkoxy) carboxyloxy, (C2-C6 alkenyl) carbonyloxy, (C2-C6 alkenyl) carbonylthio, (C2-C6 alkinyl) carbonyloxy, (C2-C6 alkinyl) carbonylthio, C1-C6 alkylsulfonyloxy or C1-C6 alkylsulfonyl and 3) 29 other radicals; and R9 represents H, C1-C6 alkyl, C3-C6 cycloalkyl, C3-C6 alkenyl, C3-C6 alkinyl, C1-C6 alkoxy C1-C6alkyl, (C3-C6 alkenyloxy) carbonyl C1-C6alkyl and optionally, substituted phenyl or phenyl C1-C6alkyl.

L'invention concerne des 3-phénylisoxazoline substituées représentés par la formule (I), ainsi que les sels et enoléthers de ces dernières, utilisés comme herbicides. Dans la formule (I), X = -O-, -S-, -N(R?9¿)-; R?1¿ = CN, alkyle C¿1?-C¿4?, halogénalkyle C¿1?-C¿4?, halogénalkoxy C¿1?-C¿4?, Alkylsulfonyle C¿1?-C¿4?; R?2¿ = H ou éventuellement alkyle C¿1?-C¿6?, (alkyl C¿1?-C¿6?)carbonyle, alkylsulfonyle C¿1?-C¿6?, alcényle C¿2?-C¿6?, (alcényl C¿2?-C¿6?)carbonyle, alcynyle C¿2?-C¿6?, (alcynyl C¿2?-C¿6?)carbonyle; R?3¿ = H, halogène; R?4¿ = CN, halogène, halogénalkyle C¿1?-C¿3?; R?5¿ = H, CN, halogène, halogénalkyle C¿1?-C¿3?, R?6¿ = H, CN, halogène, halogénalkyle C1-C3 ou éventuellement alkoxy C¿1?-C¿6? substitué; R?7¿ = CN, halogène; R?8¿ est en .alpha., lorsque R?7¿ est en .beta., ou R?8¿ est en .beta. lorsque R?7¿ est en .alpha.: 1) H, OH, SH, CN, NO¿2?, halogène, alkyle C¿1?-C¿6?, halogénalkyle C¿1?-C¿6?, halogénalcoxy C¿1?-C¿6?, halogénalkylthio C¿1?-C¿6?, alkylthio C¿1?-C¿6?-(alkyl C¿1?-C¿6?)-carbonyle, (alkyl C¿1?-C¿6?)imino-oxycarbonyle, alcoxy C¿1?-C¿6?-alkyle C¿1?-C¿6?, alcoxy C¿1?-C¿6?-amino-alkyle C¿1?-C¿6?, alcoxy C¿1?-C¿6?-alkylamino-alkyle C¿1?-C¿6?, 2) éventuellement alcoxy C¿1?-C¿6?, alkylthio C¿1?-C¿6?, cycloalkoxy C¿3?-C¿6?, cycloalkylthio C¿3?-C¿6?, alcényloxy C¿2?-C¿6?, alcénylthio C¿2?-C¿6?, alcynyloxy C¿2?-C¿6?, alcynylthio C¿2?-C¿6?, (alkyl C¿1?-C¿6?)carbonyloxy, (alkyl C¿1?-C¿6?)carbonylthio, (alkoxy C¿1?-C¿6?)carboxyloxy, (alcényl C¿2?-C¿6?)carbonyloxy, (alcényl C¿2?-C¿6?)carbonylthio, (alcynyl C¿2?-C¿6?)carbonyloxy, (alcynyl C¿2?-C¿6?)carbonylthio, alkylsulfonyloxy C¿1?-C¿6? ou Alkylsulfonyl C¿1?-C¿6? substitués, 3) 29 groupes additionnels; R?9¿ = H, alkyle C¿1?-C¿6?, cycloalkyle C¿3?-C¿6?, alcényle C¿3?-C¿6?, alcynyle C¿3?-C¿6?, alkoxy C¿1?-C¿6?-alkyle C¿1?-C¿6?, (alkoxy C¿1?-C¿6?)carbonyl-alkyle C¿1?-C¿6?, (alcényloxy C¿3?-C¿6?)carbonyle-alkyle C¿1?-C¿6?, éventuellement phényle substitué ou phényl-alkyle C¿1?-C¿6?.

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