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Nickel-Catalyzed C(2)-H Arylation of Indoles with Aryl Chlorides under Neat Condition.

Nickel-catalyzed regioselective C(2)-H arylation of indoles and pyrroles with aryl chlorides is achieved under neat condition. This method allows the efficient coupling of diverse aryl chlorides employing a user-friendly and inexpensive Ni(OAc)2/dppf catalyst system at 80 oC. Numerous functionalities, such as halides, alkyl ether, fluoro-alkyl ether and thioether, substituted-amines, including heteroarenes like benzothiazolyl, pyrrolyl, indolyl, and carbazolyl are well tolerated under the reaction conditions. Preliminary mechanistic study highlights a single-electron transfer (SET) pathway for the arylation reaction.