Patent ID: 9233922
Filing Date: 2016-01-12
CPC Classification: C07C,C07D

Claim Text:
1. A process for producing an N-arylazole or N-heteroarylazole, which comprises reacting a compound represented by the following general formula (5) with an azole in the presence of: a catalyst comprising a palladium compound and a monophosphine represented by the following general formula (1); a Grignard reagent represented by the following general formula (6′); and at least one solvent selected from the group consisting of a aliphatic hydrocarbon, an aromatic hydrocarbon and an ether, at a temperature range of 10° C. to 200° C. wherein (Het)Ar represents an aromatic ring group or a heteroaromatic ring group, in which at least one hydrogen atom on the aromatic ring group or heteroaromatic ring group may be substituted by at least one group selected from the group consisting of an alkyl group, an alkenyl group, an alkynyl group, an aryl group, an aralkyl group, an aliphatic heterocyclic group, a heteroaryl group, an alkoxy group, an aryloxy group, an aralkyloxy group, a heteroaryloxy group, an acyl group, an alkylthio group, an arylthio group, an aralkylthio group, a heteroarylthio group, an amino group, a phosphino group, a silyl group, a boryl group, a cyano group and a fluoro group, X represents a group selected from the group consisting of a chloro group, a bromo group and a p-toluenesulfonyloxy group, a subscript n of X represents the number of the substituent X into (Het)Ar, and is an integer of from 1 to 3, wherein P represents a phosphorus atom, R wherein Mg represents a magnesium atom; X′ represents a group selected from the group consisting of a chloro group, a bromo group and an iodo group, and R wherein the azole is selected from the group consisting of 1H-pyrrole, indole, carbazole, benzocarbazoles, dibenzocarbazoles, indolocarbazoles, biindoles and bicarbazoles, in which at least one hydrogen atom on a carbon atom of 1H-pyrrole, indole, carbazole, benzocarbazoles, dibenzocarbazoles, indolocarbazoles, biindoles or bicarbazoles may be substituted by at least one group selected from the group consisting of an alkyl group, an alkenyl group, an alkynyl group, an aryl group, an aralkyl group, an aliphatic heterocyclic group, a heteroaryl group, an alkoxy group, an aryloxy group, an aralkyloxy group, a heteroaryloxy group, an acyl group, an alkylthio group, an arylthio group, an aralkylthio group, a heteroarylthio group, an amino group, a phosphino group, a silyl group, a boryl group, a cyano group and a fluoro group wherein an amount of the palladium compound is 0.0001 equivalents or more and less than 0.01 equivalents in terms of palladium atom per the amount of the azole used.