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Electrocatalytic Dehydrogenative Cyclization of 2-Vinylanilides for the Synthesis of Indoles

Yun-Tao Zheng, Jinshuai Song and Hai-Chao Xu*

*College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005, P. R. China, Email: haichao.xuxmu.edu.cn

Y.-T. Zheng, J. Song, H.-C. Xu, J. Org. Chem., 2021, 86, 16001-16007.

DOI: 10.1021/acs.joc.1c00988 (free Supporting Information)


Abstract

The use of an organic redox catalyst enables an efficient electrocatalytic synthesis of 3-substituted and 2,3-disubstituted indoles through dehydrogenative cyclization of 2-vinylanilides. The reactions do not require any external chemical oxidant.


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proposed mechanism (3 = organic redox catalyst, 2 = product)



Key Words

indoles, organocatalysis, electrochemistry


ID: J42-Y2021