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Paper | Regular issue | Vol 83, No. 8, 2011, pp.1757-1769
Published online, 27th May, 2011
DOI: 10.3987/COM-11-12220
A Facile Synthesis of Symmetrical and Unsymmetrical Bis(indolyl)acetamides Mediated by Protic Acid

Hai Shang, Fei-Yue Hao, Li Pan, Hong Chen,* and Mao-Sheng Cheng*

*The Key Laboratory of Structure-Based Drugs Design and Discovery of Ministry of Education, Shenyang Pharmaceutical University, 103 Wenhua Road, Shenyang 110016, China


We report the preparation of symmetrical bis(indolyl)acetamides using the dimerization of 2-hydroxy-(2-indolyl)acetamides and unsymmetrical bis(indolyl)acetamides via electrophilic substitution of indoles with 2-hydroxy-(2-indolyl)acetamides. Both conversions were mediated by protic acid in THF at room temperature.