Herbicidal compounds

A compound of formula (I):

• or an agrochemically acceptable salt thereof wherein:
• R1 is selected from the group consisting of methyl, ethyl, n-propyl, cyclopropyl, trifluoromethyl, vinyl, ethynyl, fluorine, chlorine, bromine, methoxy, ethoxy and fluoromethoxy;
• R2 is selected from the group consisting of hydrogen, methyl, ethyl, n-propyl, isopropyl, cyclopropyl, fluoromethyl, fluoroethyl, vinyl, prop-1-enyl, ethynyl, prop-1-ynyl, 2-chloroethynyl, 2-fluoroethynyl, 2-(trifluoromethyl)ethynyl, but-1-ynyl, 2-(cyclopropyl)ethynyl, halogen, methoxy, prop-2-ynyloxy, and (C1-C2fluoroalkyl)-methoxy-;
• or
• R2 is phenyl optionally substituted by 1, 2 or 3 of, independently, halogen, C1-C2alkyl, C1-C2fluoroalkyl, C1-C2alkoxy, C1-C2fluoroalkoxy, cyano or nitro;
• or
• R2 is monocyclic heteroaryl optionally substituted by 1, 2 or 3 of, independently, halogen, C1-C2alkyl, C1-C2fluoroalkyl, C1-C2alkoxy, C1-C2fluoroalkoxy, cyano or nitro;
• and
• R3 is selected from the group consisting of hydrogen, methyl, ethyl, n-propyl, cyclopropyl, trifluoromethyl, vinyl, ethynyl, fluorine, chlorine, bromine, methoxy, ethoxy, n-propoxy, isopropoxy, C1-C2fluoroalkoxy, C1-C2alkoxy-C1-C3alkoxy- and C1fluoroalkoxy-C1-C3alkoxy-;
• R4, R5 and R6 are independently of each other, selected from the group consisting of hydrogen, C1-C5alkyl, C2-C3 alkenyl, C2-C3alkynyl, C1-C2fluoroalkyl and C1-C2alkoxyC1-C2alkyl;
• R7 and R8 are independently of each other, selected from the group consisting of hydrogen, fluorine and C1-C3alkyl;
• R9 and R19 are independently of each other, selected from the group consisting of hydrogen, fluorine and C1-C3alkyl;
• R11 is —(C═O)-5,5-dimethyl-4H-isoxazol-2-yl,
• R12 is selected from the group consisting of hydrogen, C1-C6alkyl, C1-C6alkoxy and hydroxy;
• and wherein:
• G is hydrogen;
• an agriculturally acceptable metal, or an agriculturally acceptable sulfonium or ammonium group;
• or
• G is —C(Xa)—Ra, —C(Xb)—Xc—Rb, —C(Xd)—N(Rc)—Rd, —SO2—Re, —P(Xe)(Rf)—R9, —CH2—Xf—Rh, or —CH(Me)-Xf—Rh;
• or phenyl-CH2— or phenyl-CH(C1-C2alkyl)- (in each of which the phenyl is optionally substituted by 1, 2 or 3 of, independently, C1-C2alkyl, C1fluoroalkyl, C1-C2alkoxy, C1fluoroalkoxy, fluorine, chlorine, bromine, cyano or nitro), or heteroaryl-CH2— or heteroaryl-CH(C1-C2alkyl)- (in each of which the heteroaryl is optionally substituted by 1, 2 or 3 of, independently, C1-C2alkyl, C1fluoroalkyl, C1-C2alkoxy, C1fluoroalkoxy, fluorine, chlorine, bromine, cyano or nitro), or phenyl-C(O)—CH2— (wherein the phenyl is optionally substituted by 1, 2 or 3 of, independently, C1-C2alkyl, C1fluoroalkyl, C1-C2alkoxy, C1fluoroalkoxy, fluorine, chlorine, bromine, cyano or nitro);
• or C1-C6alkoxy-C(O)—CH2—, C1-C6alkyl-C(O)—CH2—, C1-C6alkoxy-C(O)—CH═CH—, C2-C7alken-1-yl-CH2—, C2-C7alken-1-yl-CH(C1-C2alkyl)-, C2-C4fluoroalken-1-yl-CH2—, C2-C7alkyn-1-yl-CH2—, or C2-C7alkyn-1-yl-CH(C1-C2alkyl)-;
• wherein Xa, Xb, Xd, Xe and Xf are independently of each other oxygen or sulfur;
• and wherein
• Ra is H, C1-C21alkyl, C2-C21alkenyl, C2-C18alkynyl, C1-C10fluoroalkyl, C1-C10cyanoalkyl, C1-C10nitroalkyl, C1-C10aminoalkyl, C1-C5alkylamino(C1-C5)alkyl, C2-C8dialkylamino(C1-C5)alkyl, C3-C7cycloalkyl(C1-C5)alkyl, C1-C5alkoxy(C1-C5)alkyl, C3-C5alkenyloxy(C1-C5)alkyl, C3-C5alkynyloxy(C1-C5)alkyl, C1-C5alkylthio(C1-C5)alkyl, C1-C5alkylsulfinyl(C1-C5)alkyl, C1-C5alkylsulfonyl(C1-C5)alkyl, C2-C8alkylideneaminoxy(C1-C5)alkyl, C1-C5alkylcarbonyl(C1-C5)alkyl, C1-C5alkoxycarbonyl(C1-C5)alkyl, aminocarbonyl(C1-C5)alkyl, C1-C5alkylaminocarbonyl(C1-C5)alkyl, C2-C8dialkylaminocarbonyl(C1-C5)alkyl, C1-C5alkylcarbonylamino(C1-C5)alkyl, N—(C1-C5)alkylcarbonyl-N—(C1-C5)alkylamino(C1-C5)alkyl, C3-C6trialkylsilyl(C1-C5)alkyl, phenyl(C1-C5)alkyl (wherein the phenyl is optionally substituted by 1, 2 or 3 of, independently, C1-C3alkyl, C1-C3fluoroalkyl, C1-C3alkoxy, C1-C3fluoroalkoxy, C1-C3alkylthio, C1-C3alkylsulfinyl, C1-C3alkylsulfonyl, halogen, cyano, or nitro), heteroaryl(C1-C5)alkyl (wherein the heteroaryl is optionally substituted by 1, 2 or 3 of, independently, C1-C3alkyl, C1-C3fluoroalkyl, C1-C3alkoxy, C1-C3fluoroalkoxy, C1-C3alkylthio, C1-C3alkylsulfonyl, halogen, cyano, or nitro), C2-C5fluoroalkenyl, C3-C8cycloalkyl;
• phenyl or phenyl substituted by 1, 2 or 3 of, independently, C1-C3alkyl, C1-C3fluoroalkyl, C1-C3alkoxy, C1-C3fluoroalkoxy, halogen, cyano or nitro;
• or heteroaryl or heteroaryl substituted by 1, 2 or 3 of, independently, C1-C3 alkyl, C1-C3fluoroalkyl, C1-C3alkoxy, C1-C3fluoroalkoxy, halogen, cyano or nitro;
• Rb is C1-C18alkyl, C3-C18alkenyl, C3-C18alkynyl, C2-C10fluoroalkyl, C1-C10cyanoalkyl, C1-C10nitroalkyl, C2-C10aminoalkyl, C1-C5alkylamino(C1-C5)alkyl, C2-C8dialkylamino(C1-C5)alkyl, C3-C7cycloalkyl(C1-C5)alkyl, C1-C5alkoxy(C1-C5)alkyl, C3-C5alkenyloxy(C1-C5)alkyl, C3-C5alkynyloxy(C1-C5)alkyl, C1-C5alkylthio(C1-C5)alkyl, C1-C5alkylsulfinyl(C1-C5)alkyl, C1-C5alkylsulfonyl(C1-C5)alkyl, C2-C8alkylideneaminoxy(C1-C5)alkyl, C1-C5alkylcarbonyl(C1-C5)alkyl, C1-C5alkoxycarbonyl(C1-C5)alkyl, aminocarbonyl(C1-C5)alkyl, C1-C5alkylaminocarbonyl(C1-C5)alkyl, C2-C8dialkylaminocarbonyl(C1-C5)alkyl, C1-C5alkylcarbonylamino(C1-C5)alkyl, N—(C1-C5)alkylcarbonyl-N—(C1-C5)alkylamino(C1-C5)alkyl, C3-C6trialkylsilyl(C1-C5)alkyl, phenyl(C1-C5)alkyl (wherein the phenyl is optionally substituted by 1, 2 or 3 of, independently, C1-C3alkyl, C1-C3fluoroalkyl, C1-C3alkoxy, C1-C3fluoroalkoxy, C1-C3alkylthio, C1-C3alkylsulfinyl, C1-C3alkylsulfonyl, halogen, cyano, or nitro), heteroarylC1-C5alkyl (wherein the heteroaryl is optionally substituted by 1, 2 or 3 of, independently, C1-C3alkyl, C1-C3fluoroalkyl, C1-C3alkoxy, C1-C3fluoroalkoxy, C1-C3alkyl-thio, C1-C3alkylsulfinyl, C1-C3alkylsulfonyl, halogen, cyano, or nitro), C3-C5fluoroalkenyl, C3-C8cycloalkyl;
• phenyl or phenyl substituted by 1, 2 or 3 of, independently, C1-C3alkyl, C1-C3fluoroalkyl, C1-C3alkoxy, C1-C3fluoroalkoxy, halogen, cyano or nitro;
• or heteroaryl or heteroaryl substituted by 1, 2 or 3 of, independently, C1-C3 alkyl, C1-C3fluoroalkyl, C1-C3alkoxy, C1-C3fluoroalkoxy, halogen, cyano or nitro;
• and
• Rc and Rd are each independently of each other hydrogen, C1-C10alkyl, C3-C10alkenyl, C3-C10alkynyl, C2-C10fluoroalkyl, C1-C10cyanoalkyl, C1-C10nitroalkyl, C1-C10aminoalkyl, C1-C5alkylamino(C1-C5)alkyl, C2-C8dialkylamino(C1-C5)alkyl, C3-C7cycloalkyl(C1-C5)alkyl, C1-C5alkoxy(C1-C5)alkyl, C3-C5alkenyloxy(C1-C5)alkyl, C3-C5alkynyloxy(C1-C5)alkyl, C1-C5alkylthio(C1-C5)alkyl, C1-C5alkylsulfinyl(C1-C5)alkyl, C1-C5alkylsulfonyl(C1-C5)alkyl, C2-C8alkylideneaminoxy(C1-C5)alkyl, C1-C5alkylcarbonyl(C1-C5)alkyl, C1-C5alkoxycarbonyl(C1-C5)alkyl, aminocarbonyl(C1-C5)alkyl, C1-C5alkylaminocarbonyl(C1-C5)alkyl, C2-C8dialkylaminocarbonyl(C1-C5)alkyl, C1-C5alkylcarbonylamino(C1-C5)alkyl, N—(C1-C5)alkylcarbonyl-N—(C2-C5)alkylaminoalkyl, C3-C6trialkylsilyl(C1-C5)alkyl, phenyl(C1-C5)alkyl (wherein the phenyl is optionally substituted by 1, 2 or 3 of, independently, C1-C3alkyl, C1-C3fluoroalkyl, C1-C3alkoxy, C1-C3fluoroalkoxy, C1-C3alkylthio, C1-C3alkylsulfinyl, C1-C3alkylsulfonyl, halogen, cyano, or nitro), heteroaryl(C1-C5)alkyl (wherein the heteroaryl is optionally substituted by 1, 2 or 3 of, independently, C1-C3alkyl, C1-C3fluoroalkyl, C1-C3alkoxy, C1-C3fluoroalkoxy, C1-C3alkylthio, C1-C3alkylsulfinyl, C1-C3alkylsulfonyl, halogen, cyano, or nitro), C2-C5fluoroalkenyl, C3-C8cycloalkyl;
• phenyl or phenyl substituted by 1, 2 or 3 of, independently, C1-C3alkyl, C1-C3fluoroalkyl, C1-C3alkoxy, C1-C3fluoroalkoxy, halogen, cyano or nitro;
• heteroaryl or heteroaryl substituted by 1, 2 or 3 of, independently, C1-C3alkyl, C1-C3fluoroalkyl, C1-C3alkoxy, C1-C3fluoroalkoxy, halogen, cyano or nitro;
• heteroarylamino or heteroarylamino substituted by 1, 2 or 3 of, independently, C1-C3alkyl, C1-C3fluoroalkyl, C1-C3alkoxy, C1-C3fluoroalkoxy, halogen, cyano or nitro;
• diheteroarylamino or diheteroarylamino substituted by 1, 2 or 3 of, independently, C1-C3alkyl, C1-C3fluoroalkyl, C1-C3alkoxy, C1-C3fluoroalkoxy, halogen, cyano or nitro;
• phenylamino or phenylamino substituted by 1, 2 or 3 of, independently, C1-C3alkyl, C1-C3fluoroalkyl, C1-C3alkoxy, C1-C3fluoroalkoxy, halogen, cyano or by nitro;
• diphenylamino or diphenylamino substituted by 1, 2 or 3 of, independently, C1-C3alkyl, C1-C3fluoroalkyl, C1-C3alkoxy, C1-C3fluoroalkoxy, halogen, cyano or nitro;
• or C3-C7cycloalkylamino, di(C3-C7cycloalkyl)amino or C3-C7cycloalkoxy;
• or Rc and Rd, together with the nitrogen to which they are bonded, form an unsubstituted 4, 5, 6 or 7 membered ring, optionally containing one heteroatom selected from O or S;
• and
• Re is C1-C10alkyl, C2-C10alkenyl, C2-C10alkynyl, C1-C10fluoroalkyl, C1-C10cyanoalkyl, C1-C10nitroalkyl, C1-C10aminoalkyl, C1-C5alkylamino(C1-C5)alkyl, C2-C8dialkylamino(C1-C5)alkyl, C3-C7cycloalkyl(C1-C5)alkyl, C1-C5alkoxy(C1-C5)alkyl, C3-C5alkenyloxy(C1-C5)alkyl, C3-C5alkynyloxy(C1-C5)alkyl, C1-C5alkylthio(C1-C5)alkyl, C1-C5alkylsulfinyl(C1-C5)alkyl, C1-C5alkylsulfonyl(C1-C5)alkyl, C2-C8alkylideneaminoxy(C1-C5)alkyl, C1-C5alkylcarbonyl(C1-C5)alkyl, C1-C5alkoxycarbonyl(C1-C5)alkyl, aminocarbonyl(C1-C5)alkyl, C1-C5alkylaminocarbonyl(C1-C5)alkyl, C2-C8dialkylaminocarbonyl(C1-C5)alkyl, C1-C5alkylcarbonylamino(C1-C5)alkyl, N—(C1-C5)alkylcarbonyl-N—(C1-C5)alkylamino(C1-C5)alkyl, C3-C6trialkylsilyl(C1-C5)alkyl, phenyl(C1-C5)alkyl (wherein the phenyl is optionally substituted by 1, 2 or 3 of, independently, C1-C3alkyl, C1-C3fluoroalkyl, C1-C3alkoxy, C1-C3fluoroalkoxy, C1-C3alkylthio, C1-C3alkylsulfinyl, C1-C3alkylsulfonyl, halogen, cyano, or nitro), heteroaryl(C1-C5)alkyl (wherein the heteroaryl is optionally substituted by 1, 2 or 3 of, independently, C1-C3alkyl, C1-C3fluoroalkyl, C1-C3alkoxy, C1-C3fluoroalkoxy, C1-C3alkylthio, C1-C3alkylsulfinyl, C1-C3alkylsulfonyl, halogen, cyano, or nitro), C2-C5fluoroalkenyl, C3-C8cycloalkyl;
• phenyl or phenyl substituted by 1, 2 or 3 of, independently, C1-C3alkyl, C1-C3fluoroalkyl, C1-C3alkoxy, C1-C3fluoroalkoxy, halogen, cyano or nitro;
• heteroaryl or heteroaryl substituted by 1, 2 or 3 of, independently, C1-C3alkyl, C1-C3fluoroalkyl, C1-C3alkoxy, C1-C3fluoroalkoxy, halogen, cyano or nitro;
• heteroarylamino or heteroarylamino substituted by 1, 2 or 3 of, independently, C1-C3 alkyl, C1-C3fluoroalkyl, C1-C3alkoxy, C1-C3fluoroalkoxy, halogen, cyano or nitro;
• diheteroarylamino or diheteroarylamino substituted by 1, 2 or 3 of, independently, C1-C3alkyl, C1-C3fluoroalkyl, C1-C3alkoxy, C1-C3fluoroalkoxy, halogen, cyano or nitro;
• phenylamino or phenylamino substituted by 1, 2 or 3 of, independently, C1-C3alkyl, C1-C3fluoroalkyl, C1-C3alkoxy, C1-C3fluoroalkoxy, halogen, cyano or nitro;
• diphenylamino or diphenylamino substituted by 1, 2 or 3 of, independently, C1-C3alkyl, C1-C3fluoroalkyl, C1-C3alkoxy, C1-C3fluoroalkoxy, halogen, cyano or nitro;
• or C3-C7cycloalkylamino, di(C3-C7cycloalkyl)amino, C3-C7cycloalkoxy, C1-C10alkoxy, C1-C10fluoroalkoxy, C1-C5alkylamino or di(C1-C4alkyl)amino;
• Rf and Rg are are each independently of each other C1-C10alkyl, C2-C10alkenyl, C2-C10alkynyl, C1-C10alkoxy, C1-C10fluoroalkyl, C1-C10cyanoalkyl, C1-C10nitroalkyl, C1-C10aminoalkyl, C1-C5alkylamino(C1-C5)alkyl, C2-C8dialkylamino(C1-C5)alkyl, C3-C7cycloalkyl(C1-C5)alkyl, C1-C5alkoxy(C1-C5)alkyl, C3-C5alkenyloxy(C1-C5)alkyl, C3-C5alkynyloxy(C1-C5)alkyl, C1-C5alkylthio(C1-C5)alkyl, C1-C5alkylsulfinyl(C1-C5)alkyl, C1-C5alkylsulfonyl(C1-C5)alkyl, C2-C8alkylideneaminoxy(C1-C5)alkyl, C1-C5alkylcarbonyl(C1-C5)alkyl, C1-C5alkoxycarbonyl(C1-C5)alkyl, aminocarbonyl(C1-C5)alkyl, C1-C5alkylaminocarbonyl(C1-C5)alkyl, C2-C8dialkylaminocarbonyl(C1-C5)alkyl, C1-C5alkylcarbonylamino(C1-C5)alkyl, N—(C1-C5)alkylcarbonyl-N—(C2-C5)alkylaminoalkyl, C3-C6trialkylsilyl(C1-C5)alkyl, phenyl(C1-C5)alkyl (wherein the phenyl is optionally substituted by 1, 2 or 3 of, independently, C1-C3alkyl, C1-C3fluoroalkyl, C1-C3alkoxy, C1-C3fluoroalkoxy, C1-C3alkylthio, C1-C3alkylsulfinyl, C1-C3alkylsulfonyl, halogen, cyano, or nitro), heteroaryl(C1-C5)alkyl (wherein the heteroaryl is optionally substituted by 1, 2 or 3 of, independently, C1-C3alkyl, C1-C3fluoroalkyl, C1-C3alkoxy, C1-C3fluoroalkoxy, C1-C3alkylthio, C1-C3alkylsulfinyl, C1-C3alkylsulfonyl, halogen, cyano, or nitro), C2-C5fluoroalkenyl, C3-C8cycloalkyl;
• phenyl or phenyl substituted by 1, 2 or 3 of, independently, C1-C3alkyl, C1-C3fluoroalkyl, C1-C3alkoxy, C1-C3fluoroalkoxy, halogen, cyano or nitro;
• heteroaryl or heteroaryl substituted by 1, 2 or 3 of, independently, C1-C3 alkyl, C1-C3fluoroalkyl, C1-C3alkoxy, C1-C3fluoroalkoxy, halogen, cyano or nitro;
• heteroarylamino or heteroarylamino substituted by 1, 2 or 3 of, independently, C1-C3 alkyl, C1-C3fluoroalkyl, C1-C3alkoxy, C1-C3fluoroalkoxy, halogen, cyano or nitro;
• diheteroarylamino or diheteroarylamino substituted by 1, 2 or 3 of, independently, C1-C3 alkyl, C1-C3fluoroalkyl, C1-C3alkoxy, C1-C3fluoroalkoxy, halogen, cyano or nitro;
• diphenylamino or diphenylamino substituted by 1, 2 or 3 of, independently, C1-C3alkyl, C1-C3fluoroalkyl, C1-C3alkoxy, C1-C3fluoroalkoxy, halogen, cyano or nitro;
• or C3-C7cycloalkylamino, di(C3-C7cycloalkyl)amino, C3-C7cycloalkoxy, C1-C10fluoroalkoxy, C1-C5alkylamino or di(C1-C4alkyl)amino;
• or benzyloxy or phenoxy, wherein the benzyl and phenyl groups are in turn optionally substituted by 1, 2 or 3 of, independently, C1-C3alkyl, C1-C3fluoroalkyl, C1-C3alkoxy, C1-C3fluoroalkoxy, halogen, cyano or nitro;
• and
• Rh is C1-C10alkyl, C3-C10alkenyl, C3-C10alkynyl, C1-C10fluoroalkyl, C1-C10cyanoalkyl, C1-C10nitroalkyl, C2-C10aminoalkyl, C1-C5alkylamino(C1-C5)alkyl, C3-C8dialkylamino(C1-C5)alkyl, C3-C7cycloalkyl(C1-C5)alkyl, C1-C5alkoxy(C1-C5)alkyl, C3-C5alkenyloxy(C1-C5)alkyl, C3-C5alkynyloxy(C1-C5)alkyl, C1-C5alkylthio(C1-C5)alkyl, C1-C5alkylsulfinyl(C1-C5)alkyl, C1-C5alkylsulfonyl(C1-C5)alkyl, C2-C8alkylideneaminoxy(C1-C5)alkyl, C1-C5alkylcarbonyl(C1-C5)alkyl, C1-C5alkoxycarbonyl(C1-C5)alkyl, aminocarbonyl(C1-C5)alkyl, C1-C5alkylaminocarbonyl(C1-C5)alkyl, C2-C8dialkylaminocarbonyl(C1-C5)alkyl, C1-C5alkylcarbonylamino(C1-C5)alkyl, N—(C1-C5)alkylcarbonyl-N—(C1-C5)alkylamino(C1-C5)alkyl, C3-C6trialkylsilyl(C1-C5)alkyl, phenyl(C1-C5)alkyl (wherein the phenyl is optionally substituted by 1, 2 or 3 of, independently, C1-C3alkyl, C1-C3fluoroalkyl, C1-C3alkoxy, C1-C3fluoroalkoxy, C1-C3alkylthio, C1-C3alkylsulfinyl, C1-C3 alkylsulfonyl, halogen, cyano or nitro), heteroaryl(C1-C5)alkyl (wherein the heteroaryl is optionally substituted by 1, 2 or 3 of, independently, C1-C3alkyl, C1-C3fluoroalkyl, C1-C3alkoxy, C1-C3fluoroalkoxy, C1-C3alkylthio, C1-C3alkylsulfinyl, C1-C3 alkylsulfonyl, halogen, cyano or nitro), phenoxy(C1-C5)alkyl (wherein the phenyl is optionally substituted by 1, 2 or 3 of, independently, C1-C3alkyl, C1-C3fluoroalkyl, C1-C3alkoxy, C1-C3fluoroalkoxy, C1-C3alkylthio, C1-C3alkylsulfinyl, C1-C3 alkylsulfonyl, halogen, cyano or nitro), heteroaryloxy(C1-C5)alkyl (wherein the heteroaryl is optionally substituted by 1, 2 or 3 of, independently, C1-C3alkyl, C1-C3fluoroalkyl, C1-C3alkoxy, C1-C3fluoroalkoxy, C1-C3alkylthio, C1-C3alkylsulfinyl, C1-C3 alkylsulfonyl, halogen, cyano or nitro), C3-C5fluoroalkenyl, C3-C8cycloalkyl;
• phenyl or phenyl substituted by 1, 2 or 3 of, independently, C1-C3alkyl, C1-C3fluoroalkyl, C1-C3alkoxy, C1-C3fluoroalkoxy, halogen, cyano or nitro;
• heteroaryl or heteroaryl substituted by 1, 2 or 3 of, independently, C1-C3alkyl, C1-C3fluoroalkyl, C1-C3alkoxy, C1-C3fluoroalkoxy, halogen, cyano or nitro;
• C1-C6alkyl-C(O)—;
• C1-C6alkoxy-C(O)—;
• or phenyl-C(O)— wherein the phenyl is optionally substituted by 1 or 2 of, independently, C1-C2alkyl, C1fluoroalkyl, C1-C2alkoxy, C1fluoroalkoxy, fluorine, chlorine, bromine, cyano or nitro.