Method for producing aromatic heterocyclic ring-substituted difluoroacetic acid derivative

A method for producing a compound having a partial structure represented by formula (III) (IIIA) or formula (IIIB):

• wherein R is a C1-8 alkyl group, a C3-8 cycloalkyl group, a C7-16 aralkyl group or a C6-10 aryl group, wherein the C1-8 alkyl group is optionally substituted with at least one substituent selected from a halogen atom, a cyano group, a C1-6 alkoxy group and a C1-6 haloalkoxy group, and the C3-8 cycloalkyl group, C7-16 aralkyl group and C6-10 aryl group are each optionally substituted with at least one substituent selected from a halogen atom, a cyano group, a C1-6 alkyl group, a C1-6 haloalkyl group, a C1-6 alkoxy group and a C1-6 haloalkoxy group,
• Y is O, S or NRY, and
• RY is a hydrogen atom or a C1-8 alkyl group, or RY and R are optionally taken together to form a nitrogen-containing heterocycle with a nitrogen atom to which they are bonded,
• the method comprising:
• reacting a compound of formula (IA) or (IB):
• with tetrafluoroethylene, in the presence of a compound represented by the formula (II):
• R—YH in a solvent selected from an aromatic hydrocarbon solvent, an ester solvent and an ether solvent,
• wherein X1a is CR1a or N;
• X1b is CR1b or N;
• X1c is CR1c or N;
• X1d is CR1d or N;
• R1a, R1b, R1c and R1d are each independently a hydrogen atom, a halogen atom, a cyano group, a C1-6 alkyl group, a C1-6 haloalkyl group, a hydroxy group, a C1-6 alkoxy group, a C1-6 haloalkoxy group, a sulfanyl group, a C1-6 alkylsulfanyl group, an amino group, a mono-C1-6 alkylamino group, a di-C1-6 alkylamino group, a formyl group, a carboxy group, a C1-6 alkoxy-carbonyl group, a C6-10 aryl group or a C7-16 aralkyl group, or R1a and R1b, R1b and R1c, or R1c and R1d are optionally taken together to form a C6-10 arene optionally substituted with at least one substituent selected from a halogen atom, a cyano group, a C1-6 alkyl group, a C1-6 haloalkyl group, a hydroxy group, a C1-6 alkoxy group, a C1-6 haloalkoxy group, a sulfanyl group, a C1-6 alkylsulfanyl group, an amino group, a mono-C1-6 alkylamino group, a di-C1-6 alkylamino group, a formyl group, a carboxy group, a C1-6 alkoxy-carbonyl group, a C6-10 aryl group and a C7-16 aralkyl group;
• X2a is CR2a, N, NR2a, S or O;
• X2b is CR2b or N;
• X2c is CR2c, N, NR2c, S or O;
• and
• R2a, R2b and R2c are each independently a hydrogen atom, a halogen atom, a cyano group, a C1-6 alkyl group, a C1-6 haloalkyl group, a hydroxy group, a C1-6 alkoxy group, a C1-6 haloalkoxy group, a sulfanyl group, a C1-6 alkylsulfanyl group, an amino group, a mono-C1-6 alkylamino group, a di-C1-6 alkylamino group, a formyl group, a carboxy group, a C1-6 alkoxy-carbonyl group, a C6-10 aryl group or a C7-16 aralkyl group, or R2a and R2b, or R2b and R2c are optionally taken together to form a C6-10 arene optionally substituted with at least one substituent selected from a halogen atom, a cyano group, a C1-6 alkyl group, a C1-6 haloalkyl group, a hydroxy group, a C1-6 alkoxy group, a C1-6 haloalkoxy group, a sulfanyl group, a C1-6 alkylsulfanyl group, an amino group, a mono-C1-6 alkylamino group, a di-C1-6 alkylamino group, a formyl group, a carboxy group, a C1-6 alkoxy-carbonyl group, a C6-10 aryl group and a C7-16 aralkyl group.