Pesticidal diaryl—heterocyclyl derivatives

A compound that is represented by Formula (II):

• wherein R′ represents C1-12 alkyl or C1-12 haloalkyl,
• A1, A2, A3 and A4 each independently represent C—Y or N, with the proviso that two of A1, A2, A3 and A4 may simultaneously represent N, or two Ys may form, together with the carbon atom to which they are bound, a benzene ring or a 5- to 6-membered heteroaromatic ring when A1 and A2 represent C—Y,
• B1, B2, B3 and B4 each independently represent C—X or N,
• L represents (CR1R2)n,
• n represents 1, 2 or 3,
• R1 and R2 each independently represent hydrogen, cyano, C1-12 alkyl, C3-8 cycloalkyl, C3-8 cycloalkyl-C1-12 alkyl, C2-6 alkenyl, C2-6 alkynyl, C1-12 alkoxy-carbonyl or C1-12 thioalkoxycarbonyl, and herein, each group from C1-12 alkyl to C1-12 thioalkoxy-carbonyl above may be optionally substituted with halogen,
• or R1 and R2 may form, together with the carbon atom to which they are bound, a 3- to 6-membered hydrocarbon ring,
• or R1 may form, together with Y of A2, C2-3 alkylene when n represents 1 and A2 represents C—Y,
• R3 represents hydrogen, amino, hydroxy, cyano, C1-12 alkyl, C1-12 alkoxy, C1-12 alkyl-carbonylamino, C1-12 alkylamino, C3-8 cycloalkyl, C2-12 alkenyl, C2-12 alkynyl, C1-12 alkyl-carbonyl, —CH2—R5, —C(═O)R5 or C(═S)R5, and herein, each group from C1-12 alkyl to C1-12 alkyl-carbonyl above may be optionally substituted,
• R4 represents hydrogen, cyano, formyl, thioformyl, C1-12 alkyl-carbonyl, C1-12 alkyl-thiocarbonyl, C1-12 alkylamino-carbonyl, C1-12 alkylamino-thiocarbonyl, C2-24 (total carbon number) dialkylamino-carbonyl, C2-24 (total carbon number) dialkylamino-thiocarbonyl, C1-12 alkoxyamino-carbonyl, C1-12 alkoxyamino-thiocarbonyl, C1-12 alkoxy-carbonyl, C1-12 alkoxy-C1-12 alkyl-carbonyl, C1-12 thioalkoxy-C1-12 alkyl-carbonyl, C1-12 alkylsulfenyl-C1-12 alkyl-carbonyl, C1-12 alkylsulfonyl-C1-12 alkyl-carbonyl, C1-12 alkoxy-thiocarbonyl, C1-12 thioalkoxy-carbonyl, C1-12 thioalkoxy-thiocarbonyl, C1-12 alkylsulfonyl, C3-8 cycloalkyl-carbonyl, C3-8 cycloalkyl-C1-12 alkyl-carbonyl, C2-12 alkenyl-carbonyl, C2-12 alkynyl-carbonyl, C3-8 cycloalkylamino-carbonyl, C2-12 alkenylamino-carbonyl, C2-12 alkynylamino-carbonyl, —C(═O)R5 or C(═S)R5, and herein, each group from C1-12 alkyl-carbonyl to C2-12 alkynylamino-carbonyl above may be optionally substituted,
• or R3 and R4 may form, together with the nitrogen atom to which they are bound, a 3- to 6-membered heterocycle, and herein, the heterocycle may be optionally substituted with X, keto, thioketo, or nitroimino,
• X and Y, which may be the same or different from each other, represent hydrogen, halogen, nitro, cyano, hydroxy, mercapto, SF5, amino, C1-12 alkyl, C3-8 cycloalkyl, C1-12 alkoxy, C1-12 alkylthio, C1-12 alkylsulfinyl, C1-12 alkylsulfonyl, C1-12 alkylsulfonyloxy, C1-12 alkylaminosulfonyl, C2-24 (total carbon number) dialkylaminosulfonyl, C1-12 alkylcarbonylamino, benzoylamino, tri(C1-12 alkyl)silyl, C1-12 alkoxyimino, C1-12 alkylsulfinylimino, C1-12 alkylsulfonylimino, C1-12 alkoxy-carbonyl, C1-12 alkylcarbonyl, aminocarbonyl, C1-12 alkylamino-carbonyl, amino-thiocarbonyl, C1-12 alkylamino-thiocarbonyl, C2-24 (total carbon number) dialkylamino-carbonyl or C2-24 (total carbon number) dialkylamino-thiocarbonyl, and herein, each group from C1-12 alkyl to C2-24 (total carbon number) dialkylamino-thiocarbonyl above may be optionally substituted, and
• R5 represents a phenyl group which may be optionally substituted or a 5- to 6-membered heterocyclic group that contains at least one hetero atom optionally selected from the group consisting of N, O, and S, and may be optionally substituted.

A compound that is represented by Formula (III):

• wherein R′ represents C1-12 alkyl or C1-12 haloalkyl,
• A1, A3 and A4 each independently represent C—Y or N, with the proviso that two of A1, A3 and A4 may simultaneously represent N,
• B1, B2, B3 and B4 each independently represent C—X or N,
• m represents 1 or 2,
• R3 represents hydrogen, amino, hydroxy, cyano, C1-12 alkyl, C1-12 alkoxy, C1-12 alkyl-carbonylamino, C1-12 alkylamino, C3-8 cycloalkyl, C2-12 alkenyl, C2-12 alkynyl, C1-12 alkyl-carbonyl, —CH2—R5, —C(═O)R5 or C(═S)R5, and herein, each group from C1-12 alkyl to C1-12 alkyl-carbonyl above may be optionally substituted,
• R4 represents hydrogen, cyano, formyl, thioformyl, C1-12 alkyl-carbonyl, C1-12 alkyl-thiocarbonyl, C1-12 alkylamino-carbonyl, C1-12 alkylamino-thiocarbonyl, C2-24 (total carbon number) dialkylamino-carbonyl, C2-24 (total carbon number) dialkylamino-thiocarbonyl, C1-12-alkoxyamino-carbonyl, C1-12 alkoxyamino-thiocarbonyl, C1-12 alkoxy-carbonyl, C1-12 alkoxy-C1-12 alkyl-carbonyl, C1-12 thioalkoxy-C1-12 alkyl-carbonyl, C1-12 alkylsulfenyl-C1-12 alkyl-carbonyl, C1-12 alkylsulfonyl-C1-12 alkyl-carbonyl, C1-12 alkoxy-thiocarbonyl, C1-12 thioalkoxy-carbonyl, C1-12 thioalkoxy-thiocarbonyl, C1-12 alkylsulfonyl, C3-8 cycloalkyl-carbonyl, C3-8 cycloalkyl-C1-12 alkyl-carbonyl, C2-12 alkenyl-carbonyl, C2-12 alkynyl-carbonyl, C3-8 cycloalkylamino-carbonyl, C2-12 alkenylamino-carbonyl, C2-12 alkynylamino-carbonyl, —C(═O)R5 or C(═S)R5, and herein, each group from C1-12 alkyl-carbonyl to C2-12 alkynylamino-carbonyl above may be optionally substituted,
• or R3 and R4 may form, together with the nitrogen atom to which they are bound, a 3- to 6-membered heterocycle, and herein, the heterocycle may be optionally substituted with X, keto, thioketo, or nitroimino,
• X and Y, which may be the same or different from each other, represent hydrogen, halogen, nitro, cyano, hydroxy, mercapto, SF5, amino, C1-12 alkyl, C3-8 cycloalkyl, C1-12 alkoxy, C1-12 alkylthio, C1-12 alkylsulfinyl, C1-12 alkylsulfonyl, C1-12 alkylsulfonyloxy, C1-12 alkylaminosulfonyl, C2-24 (total carbon number) dialkylaminosulfonyl, C1-12 alkylcarbonylamino, benzoylamino, tri(C1-12 alkyl)silyl, C1-12 alkoxyimino, C1-12 alkylsulfinylimino, C1-12 alkylsulfonylimino, C1-12 alkoxy-carbonyl, C1-12 alkylcarbonyl, aminocarbonyl, C1-12 alkylamino-carbonyl, amino-thiocarbonyl, C1-12 alkylamino-thiocarbonyl, C2-24 (total carbon number) dialkylamino-carbonyl or C2-24 (total carbon number) dialkylamino-thiocarbonyl, and herein, each group from C1-12 alkyl to C2-24 (total carbon number) dialkylamino-thiocarbonyl above may be optionally substituted, and
• R5 represents a phenyl group which may be optionally substituted or a 5- to 6-membered heterocyclic group that contains at least one hetero atom optionally selected from the group consisting of N, O, and S, and may be optionally substituted.

A compound that is represented by Formula (IV):

• wherein R′ represents C1-12 alkyl or C1-12 haloalkyl,
• A1, A2, A3 and A4 each independently represent C—Y or N, with the proviso that two of A1, A2, A3 and A4 may simultaneously represent N, or two Ys may form, together with the carbon atom to which they are bound, a benzene ring or a 5- to 6-membered heteroaromatic ring when A1 and A2 represent C—Y,
• B1, B2, B3 and B4 each independently represent C—X or N,
• X and Y, which may be the same or different from each other, represent hydrogen, halogen, nitro, cyano, hydroxy, mercapto, SF5, amino, C1-12 alkyl, C3-8 cycloalkyl, C1-12 alkoxy, C1-12 alkylthio, C1-12 alkylsulfinyl, C1-12 alkylsulfonyl, C1-12 alkylsulfonyloxy, C1-12 alkylaminosulfonyl, C2-24 (total carbon number) dialkylaminosulfonyl, C1-12 alkylcarbonylamino, benzoylamino, tri(C1-12 alkyl)silyl, C1-12 alkoxyimino, C1-12 alkylsulfinylimino, C1-12 alkylsulfonylimino, C1-12 alkoxy-carbonyl, C1-12 alkylcarbonyl, aminocarbonyl, C1-12 alkylamino-carbonyl, amino-thiocarbonyl, C1-12 alkylamino-thiocarbonyl, C2-24 (total carbon number) dialkylamino-carbonyl or C2-24 (total carbon number) dialkylamino-thiocarbonyl, and herein, each group from C1-12 alkyl to C2-24 (total carbon number) dialkylamino-thiocarbonyl may be substituted.

A compound that is represented by Formula (V):

• wherein R′ represents C1-12 alkyl or C1-12 haloalkyl,
• A1, A2, A3 and A4 each independently represent C—Y or N, with the proviso that two of A1, A2, A3 and A4 may simultaneously represent N, or two Ys may form, together with the carbon atom to which they are bound, a benzene ring or a 5- to 6-membered heteroaromatic ring when A1 and A2 represent C—Y,
• B1, B2, B3 and B4 each independently represent C—X or N,
• X and Y, which may be the same or different from each other, represent hydrogen, halogen, nitro, cyano, hydroxy, mercapto, SF5, amino, C1-12 alkyl, C3-8 cycloalkyl, C1-12 alkoxy, C1-12 alkylthio, C1-12 alkylsulfinyl, C1-12 alkylsulfonyl, C1-12 alkylsulfonyloxy, C1-12 alkylaminosulfonyl, C2-24 (total carbon number) dialkylaminosulfonyl, C1-12 alkylcarbonylamino, benzoylamino, tri(C1-12 alkyl)silyl, C1-12 alkoxyimino, C1-12 alkylsulfinylimino, C1-12 alkylsulfonylimino, C1-12 alkoxy-carbonyl, C1-12 alkylcarbonyl, aminocarbonyl, C1-12 alkylamino-carbonyl, amino-thiocarbonyl, C1-12 alkylamino-thiocarbonyl, C2-24 (total carbon number) dialkylamino-carbonyl or C2-24 (total carbon number) dialkylamino-thiocarbonyl, and herein, each group from C1-12 alkyl to C2-24 (total carbon number) dialkylamino-thiocarbonyl may be substituted.

A compound that is represented by Formula (VI):

• wherein R′ represents C1-12 alkyl or C1-12 haloalkyl,
• A1, A2, A3 and A4 each independently represent C—Y or N, with the proviso that two of A1, A2, A3 and A4 may simultaneously represent N, or two Ys may form, together with the carbon atom to which they are bound, a benzene ring or a 5- to 6-membered heteroaromatic ring when A1 and A2 represent C—Y,
• B1, B2, B3 and B4 each independently represent C—X or N,
• X and Y, which may be the same or different from each other, represent hydrogen, halogen, nitro, cyano, hydroxy, mercapto, SF5, amino, C1-12 alkyl, C3-8 cycloalkyl, C1-12 alkoxy, C1-12 alkylthio, C1-12 alkylsulfinyl, C1-12 alkylsulfonyl, C1-12 alkylsulfonyloxy, C1-12 alkylaminosulfonyl, C2-24 (total carbon number) dialkylaminosulfonyl, C1-12 alkylcarbonylamino, benzoylamino, tri(C1-12 alkyl)silyl, C1-12 alkoxyimino, C1-12 alkylsulfinylimino, C1-12 alkylsulfonylimino, C1-12 alkoxy-carbonyl, C1-12 alkylcarbonyl, aminocarbonyl, C1-12 alkylamino-carbonyl, amino-thiocarbonyl, C1-12 alkylamino-thiocarbonyl, C2-24 (total carbon number) dialkylamino-carbonyl or C2-24 (total carbon number) dialkylamino-thiocarbonyl, and herein, each group from C1-12 alkyl to C2-24 (total carbon number) dialkylamino-thiocarbonyl may be substituted.