Herbicidal and fungicidal 5-oxy-substituted 3-phenylisoxazoline-5-carboxamides and 5-oxy-substituted 3-phenylisoxazoline-5-thioamides

A 5-oxy-substituted 3-phenylisoxazoline-5-carboxamide and/or 5-oxy-substituted 3-phenylisoxazoline-5-thioamide of the formula (I) and/or a salt thereof

• in which
• R1 and R2 are each independently hydrogen, fluorine, chlorine, bromine, iodine, cyano, or (C1-C4)-alkyl or (C1-C4)-alkoxy each substituted by m radicals from the group consisting of fluorine, chlorine, bromine, iodine and cyano,
• or
• R1 and R2 together with the carbon atom to which they are bonded form a saturated or partly or fully unsaturated three-, four- or five-membered ring formed from q carbon atoms and p oxygen atoms;
• R3 is (C1-C6)-alkyl, (C3-C6)-cycloalkyl, (C2-C6)-alkenyl or (C2-C6)-alkynyl each substituted by m radicals from the group consisting of fluorine, chlorine, bromine, iodine, cyano, (C1-C4)-alkoxy and hydroxyl,
• R4 is hydrogen, cyano,
• or (C1-C8)-alkyl, (C3-C8)-cycloalkyl, (C3-C8)-alkenyl or (C3-C8)-alkynyl each substituted by m radicals from the group consisting of fluorine, chlorine, bromine, iodine, cyano, hydroxyl and (C1-C6)-alkoxy,
• A is a bond or a divalent unit from the group consisting of
• R10, R11, R12, R13, R14 and R15 are each independently
• hydrogen, fluorine, chlorine, bromine, iodine, hydroxyl, cyano, CO2R8, CONR6R8, R5, or (C1-C6)-alkyl, (C3-C5)-cycloalkyl, (C2-C6)-alkenyl, (C2-C6)-alkynyl each substituted by m radicals from the group consisting of fluorine, chlorine, bromine, iodine, hydroxyl and cyano,
• or (C1-C6)-alkoxy, (C3-C6)-cycloalkoxy, (C2-C6)-alkenyloxy or (C2-C6)-alkynyloxy each substituted by m radicals from the group consisting of fluorine, chlorine, bromine, iodine, cyano and (C1-C2)-alkoxy;
• Y is oxygen or sulfur;
• X is hydrogen, cyano, hydroxyl, X1,
• or
• (C1-C12)-alkyl, (C3-C8)-cycloalkyl, (C2-C12)-alkenyl or (C2-C12)-alkynyl each substituted by m radicals from the group consisting of fluorine, chlorine, bromine, iodine, cyano, hydroxyl, OR7, X1, OX1, NHX1, S(O)nR5, SO2NR6R7, SO2NR6COR8, CO2R8, CONR6R8, COR6, CONR8SO2R5, NR6R8, NR6COR8, NR6CONR8R8, NR6CO2R8, NR6SO2R8, NR6SO2NR6R8, OCONR6R8, OCSNR6R8, POR9R9 and C(R6)═NOR8,
• or
• X, A and R4 together with the nitrogen atom to which they are bonded form a saturated or partly or fully unsaturated five-, six- or seven-membered ring containing, as well as this nitrogen atom, k carbon atoms, n oxygen atoms, p sulfur atoms and p elements from the group consisting of NR7 and NCOR7 as ring atoms, where one carbon atom bears p oxo groups;
• X1 is a three-, four-, five- or six-membered saturated, partly unsaturated, fully unsaturated or aromatic ring which is formed from r carbon atoms, s nitrogen atoms, n sulfur atoms and n oxygen atoms, and which is substituted by s radicals from the group consisting of R6, R6a, R8 and R9, where the sulfur atoms and carbon atoms bear n oxo groups;
• or X1 is phenyl substituted by m radicals from the group consisting of R6, R6a, R8 and R9;
• X2, X4 and X6 are each independently hydrogen, fluorine, chlorine, bromine, iodine, cyano, nitro,
• or (C1-C4)-alkyl, (C3-C5)-cycloalkyl, (C2-C4)-alkenyl, (C2-C4)-alkynyl, (C1-C4)-alkoxy, (C2-C4)-alkenyloxy, (C2-C4)-alkynyloxy or (C1-C4)-alkylcarbonyl each substituted by m radicals from the group consisting of fluorine, chlorine, bromine, iodine, cyano and (C1-C4)-alkoxy;
• X3 and X5 are each independently hydrogen, fluorine, chlorine, bromine, iodine, hydroxyl, cyano, nitro, SF5, CONR8SO2R5, CONR6R8, COR6, CO2R8, CONR6R8, C(R6)═NOR8, NR6COR8, NR6CONR8R8, NR6CO2R8, NR6SO2R8, NR6SO2NR6R8, OCONR6R8, OSO2R5, S(O)nR5, SO2NR6R8, OSO2NR6R8,
• or (C1-C6)-alkyl, (C3-C5)-cycloalkyl, (C2-C6)-alkenyl, (C2-C6)-alkynyl each substituted by m radicals from the group consisting of fluorine, chlorine, bromine, iodine, hydroxyl and cyano,
• or (C1-C6)-alkoxy, (C3-C6)-cycloalkoxy, (C2-C6)-alkenyloxy or (C2-C6)-alkynyloxy each substituted by m radicals from the group consisting of fluorine, chlorine, bromine, iodine, cyano and (C1-C2)-alkoxy;
• R5 is (C1-C6)-alkyl or (C3-C6)-cycloalkyl each substituted by m radicals from the group consisting of fluorine, chlorine, bromine, iodine, cyano and hydroxyl;
• R6 is hydrogen or R5;
• R6a is fluorine, chlorine, bromine, iodine, cyano, hydroxyl, S(O)nR5, or (C1-C6)-alkoxy, (C3-C6)-alkenyloxy or (C3-C6)-alkynyloxy each substituted by m radicals from the group consisting of fluorine, chlorine, bromine, cyano and (C1-C2)-alkoxy;
• R7 is hydrogen or (C1-C6)-alkyl, (C3-C6)-cycloalkyl, (C2-C4)-alkenyl or (C2-C4)-alkynyl each substituted by m radicals from the group consisting of fluorine, chlorine, bromine, cyano and (C1-C2)-alkoxy;
• R8 is R7,
• R9 is (C1-C3)-alkyl or (C1-C3)-alkoxy;
• k is 3, 4, 5 or 6;
• m is 0, 1, 2, 3, 4 or 5;
• n is 0, 1 or 2;
• p is 0 or 1;
• q is 3, 4 or 5;
• r is 1, 2, 3, 4 or 5;
• s is 0, 1, 2, 3 or 4.