Site-Selective Electrochemical C-H Cyanation of Indoles

Laiqiang Li, Zhong-Wei Hou*, Pinhua Li and Lei Wang*

*Advanced Research Institute and Department of Chemistry Taizhou University, Taizhou 318000, P.R. China, Email: zhongwei.houtzc.edu.cn, leiwangchnu.edu.cn

L. Li, Z.-W. Hou, P. Li, L. Wang, Org. Lett., 2021, 23, 5983-5987.

DOI: 10.1021/acs.orglett.1c02063

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Abstract

In an electrochemical approach for the site-selective C-H cyanation of indoles with readily available TMSCN as cyano source, the use of tris(4-bromophenyl)amine as a redox catalyst achieves better yield and regioselectivity. The reactions are conducted in a simple undivided cell at room temperature and obviate the need for transition-metal catalysts and chemical oxidants.

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proposed mechanism

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Key Words

indoles, electrochemistry

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ID: J54-Y2021