Cyclohexanone compounds and herbicides comprising the same

A cyclohexanone compound of the formula (I):

• wherein
• m is an integer of 1, 2 or 3;
• n is an integer of any one of 1 to 5;
• X represents CH2, O, NR9, S, S(O) or S(O)2;
• R1 represents a hydrogen atom or a methyl group;
• R2 and R3 represent independently of each other a hydrogen atom, a C1-6 alkyl group, a C1-6 haloalkyl group, a C3-8 cycloalkyl group, a C3-8 halocycloalkyl group, a (C1-6 alkyl)C3-8 cycloalkyl group, a (C3-8 cycloalkyl)C1-6 alkyl group, a (C3-8 cycloalkyl)C3-8 cycloalkyl group, a (C3-8 halocycloalkyl)C1-6 alkyl group or a {(C1-6 alkyl)C3-8 cycloalkyl}C1-6 alkyl group, or R2 and R3 connect each other to represent a C2-5 alkylene chain, or R2 and R3 combine each other to represent a C1-3 alkylidene group optionally having one or more halogen atoms (with the proviso that when m is 2 or 3, two or three R2 may be same or different to each other and two or three R3 may be same or different to each other);
• R4 represents a C6-10 aryl group or a five- to six-membered heteroaryl group (with the proviso that the C6-10 aryl group and the five- or six-membered heteroaryl group may have one or more substituents selected from the group consisting of a halogen atom, a cyano group, a nitro group, an amino group, a (C1-6 alkyl)amino group, a (C1-6 alkyl)(C1-6 alkyl)amino group, a benzoylamino group, an aminocarbonyl group, a (C1-6 alkyl)aminocarbonyl group, a (C1-6 alkyl)(C1-6 alkyl)aminocarbonyl group, a pentafluorothio group, a C1-6 alkyl group, a C2-6 alkenyl group, a C2-6 alkynyl group, a C1-6 alkoxy group, a C1-6 alkylthio group, a C3-6 alkenyloxy group, a C3-6 alkynyloxy group, a C6-10 aryl group, a C6-10 aryloxy group, a C1-6 alkylsulfinyl group, a C1-6 alkylsulfonyl group, a hydroxyl group, a (C1-6 alkyl)carbonyl group, a hydroxycarbonyl group, a (C1-6 alkoxy)carbonyl group and a (C6-10 aryl)C1-6 alkoxy group, and when two or more substituents exist, the substituents may be same or different to each other;
• and the (C1-6 alkyl)amino group, the (C1-6 alkyl)(C1-6 alkyl)amino group, the benzoylamino group, the (C1-6 alkyl)aminocarbonyl group, the (C1-6 alkyl)(C1-6 alkyl)aminocarbonyl group, the C1-6 alkyl group, the C2-6 alkenyl group, the C2-6 alkynyl group, the C1-6 alkoxy group, the C1-6 alkylthio group, the C3-6 alkenyloxy group, the C3-6 alkynyloxy group, the C6-10 aryl group, the C6-10 aryloxy group, the C1-6 alkylsulfinyl group, the C1-6 alkylsulfonyl group, the (C1-6 alkoxy)carbonyl group and the (C6-10 aryl)C1-6 alkoxy group may each have one or more halogen atoms or C1-3 haloalkyl groups, and when two or more halogen atoms or C1-3 haloalkyl groups exist, the halogen atoms or the C1-3 haloalkyl groups may be same or different to each other respectively);
• G represents a hydrogen atom or a group of any one of the following formulae:
• {wherein
• L represents an oxygen atom or a sulfur atom;
• R5 represents a C1-6 alkyl group, a C3-8 cycloalkyl group, a C2-6 alkenyl group, a C2-6 alkynyl group, a C6-10 aryl group, a (C6-10 aryl)C1-6 alkyl group, a C1-6 alkoxy group, a C3-8 cycloalkoxy group, a C3-6 alkenyloxy group, a C3-6 alkynyloxy group, a C6-10 aryloxy group, a (C6-10 aryl)C1-6 alkoxy group, a (C1-6 alkyl)(C1-6 alkyl)amino group, a (C3-6 alkenyl)(C3-6 alkenyl)amino group, a (C1-6 alkyl)(C6-10 aryl)amino group or a five- to six-membered heteroaryl group (with the proviso that these groups may each one or more halogen atom, and when two or more halogen atoms exist, the halogen atoms may be same or different to each other;
• and the C3-8 cycloalkyl group, the C6-10 aryl group, an aryl moiety of the (C6-10 aryl)C1-6 alkyl group, a C3-8 cycloalkoxy group, a C6-10 aryloxy group, an aryl moiety of the (C6-10 aryl)C1-6 alkoxy group, an aryl moiety of the (C1-6 alkyl)(C6-10 aryl)amino group and a five- to six-membered heteroaryl group may each have one or more C1-6 alkyl groups, and when two or more C1-6 alkyl groups exist, the alkyl groups may be same or different to each other);
• R6 represents a C1-6 alkyl group, a C6-10 aryl group or a (C1-6 alkyl)(C1-6 alkyl)amino group (with the proviso that these groups may each have one or more halogen atoms and when two or more halogen atoms exist, the halogen atoms may be same or different to each other;
• and the C6-10 aryl group may have one or more C1-6 alkyl groups and when two or more C1-6 alkyl groups exist, the alkyl groups may be same or different to each other);
• R7 represents a hydrogen atom or a C1-6 alkyl group;
• W represents a C1-6 alkoxy group, a C1-6 alkylthio group, a C1-6 alkylsulfinyl group or a C1-6 alkylsulfonyl group (with the proviso that these groups may each have one or more halogen atoms and when two or more halogen atoms exist, the halogen atoms may be same or different to each other)};
• R9 represents a hydrogen atom, a C1-6 alkyl group, a C6-10 aryl group, a C6-10 arylthio group, a C6-10 arylsulfinyl group, a C6-10 arylsulfonyl group (with the proviso that the C1-6 alkyl group may have one or more halogen atoms, and when two or more halogen atoms exist, the halogen atoms may be same or different to each other;
• the C6-10 aryl group, the C6-10 arylthio group, the C6-10 arylsulfinyl group and the C6-10 arylsulfonyl group may have one or more substituents selected from the group consisting of a halogen atom, a cyano group, a nitro group and an amino group);
• Z represents a halogen atom, a cyano group, a nitro group, a C1-6 alkyl group, a C2-6 alkenyl group, a C2-6 alkynyl group, a C1-6 alkoxy group, a (C1-6 alkyl)carbonyl group, a C1-6 alkylthio group, a C6-10 aryloxy group, a five- or six-membered heteroaryloxy group, a C3-8 cycloalkyl group, a C6-10 aryl group or a five- to six-membered heteroaryl group (with the proviso that the C1-6 alkyl group, the C2-6 alkenyl group, the C2-6 alkynyl group, the C1-6 alkoxy group, the (C1-6 alkyl)carbonyl group and the C1-6 alkylthio group may each have one or more halogen atoms, and when two or more halogen atoms exist, the halogen atoms may be same or different to each other;
• and the C6-10 aryl group, a five- to six-membered heteroaryl group, a C6-10 aryloxy group and the five- to six-membered heteroaryloxy group may each have one or more substituents selected from the group consisting of a halogen atom, a C1-6 alkyl group and a C1-6 haloalkyl group, and when two or more substituents exist, the substituents may be same or different to each other;
• and the C3-8 cycloalkyl group may have one or more substituents selected from the group consisting of a halogen atom and a C1-6 alkyl group, and when two or more substituents exist, the substituents may be same or different to each other;
• when n is an integer of 2 or more, Z may be same or different to each other).