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

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journal contribution
posted on 2019-08-01, 16:05 authored by Dilip K. Pandey, Muniyappa Vijaykumar, Benudhar Punji
Nickel-catalyzed regioselective C(2)–H arylation of indoles and pyrroles with aryl chlorides is achieved under neat conditions. This method allows the efficient coupling of diverse aryl chlorides employing a user-friendly and inexpensive Ni­(OAc)2/dppf catalyst system at 80 °C. Numerous functionalities, such as halides, alkyl ether, fluoro-alkyl ether, and thioether, and substituted amines, including heteroarenes like benzothiazolyl, pyrrolyl, indolyl, and carbazolyl, are well tolerated under the reaction conditions. The preliminary mechanistic study highlights a single-electron transfer (SET) pathway for the arylation reaction.

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