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Synthesis of 3‑Acylindoles by Palladium-Catalyzed Acylation of Free (N–H) Indoles with Nitriles

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journal contribution
posted on 15.02.2013 by Tao-Shan Jiang, Guan-Wu Wang
An efficient palladium-catalyzed synthesis of 3-acylindoles using free (N–H) indoles and nitriles has been developed. The acylation reaction proceeded well under the Pd(OAc)2/2,2′-bipyridine system and with d-(+)-camphorsulfonic acid as the additive. A possible mechanism involving carbopalladation of nitriles and subsequent hydrolysis of ketimines is proposed.

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