主权项 |
1. A method for producing a heterocyclic compound represented by a general formula (1), the method comprising reacting a heteroaromatic compound represented by a general formula (2) with a phenol derivative represented by a general formula (3) in the presence of a nickel compound, 1,2-bis(dicyclohexylphosphino)ethane, and a base, wherein the nickel compound is bis(1,5-cyclooctadiene)nickel(0), wherein in formula (1): X1 is an oxygen atom or a sulfur atom, X2 is a carbon atom or a nitrogen atom, n is 0 when X2 is a nitrogen atom, and is 1 when X2 is a carbon atom, R1 is a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms, a group derived therefrom, or an ester group, R2 is a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms, a group derived therefrom, or an ester group, provided that R1 and R2 optionally bond to each other to form a divalent organic group having 4 to 6 carbon atoms, R11 is a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms, a group derived therefrom, or an alkoxy group having 1 to 10 carbon atoms, R12 is a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms, a group derived therefrom, or an alkoxy group having 1 to 10 carbon atoms, R13 is a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms, a group derived therefrom, or an alkoxy group having 1 to 10 carbon atoms, R14 is a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms, a group derived therefrom, or an alkoxy group having 1 to 10 carbon atoms, and R15 is a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms, a group derived therefrom, or an alkoxy group having 1 to 10 carbon atoms, provided that R11 and R12 optionally bond to each other to form a divalent organic group having 4 to 6 carbon atoms, R12 and R13 optionally bond to each other to form a divalent organic group having 4 to 6 carbon atoms, R13 and R14 optionally bond to each other to form a divalent organic group having 4 to 6 carbon atoms, and R14 and R15 optionally bond to each other to form a divalent organic group having 4 to 6 carbon atoms, wherein in formula (2): X1 is an oxygen atom or a sulfur atom, R1 is a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms, a group derived therefrom, or an ester group, R2 is a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms, a group derived therefrom, or an ester group, provided that R1 and R2 optionally bond to each other to form a divalent organic group having 4 to 6 carbon atoms, wherein in formula (3): X2 is a carbon atom or a nitrogen atom, n is 0 when X2 is a nitrogen atom, and is 1 when X2 is a carbon atom, R5 is an acyl group, a dialkylcarbamoyl group, an alkyl carbonate group, an aryl carbonate group, an aralkyl carbonate group, a triflate group, an alkylsulfonyl group, an arylsulfonyl group, an aralkylsulfonyl group, a dialkylsulfamoyl group, or a diarylsulfamoyl group, R11 is a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms, a group derived therefrom, or an alkoxy group having 1 to 10 carbon atoms, R12 is a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms, a group derived therefrom, or an alkoxy group having 1 to 10 carbon atoms, R13 is a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms, a group derived therefrom, or an alkoxy group having 1 to 10 carbon atoms, R14 is a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms, a group derived therefrom, or an alkoxy group having 1 to 10 carbon atoms, and R15 is a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms, a group derived therefrom, or an alkoxy group having 1 to 10 carbon atoms, provided that R11 and R12 optionally bond to each other to form a divalent organic group having 4 to 6 carbon atoms, R12 and R13 optionally bond to each other to form a divalent organic group having 4 to 6 carbon atoms, R13 and R14 optionally bond to each other to form a divalent organic group having 4 to 6 carbon atoms, and R14 and R15 optionally bond to each other to form a divalent organic group having 4 to 6 carbon atoms. |