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Electrochemically Enabled C3-Formylation and -Acylation of Indoles with Aldehydes

Liquan Yang, Zhaoran Liu, Yujun Li, Ning Lei, Yanling Shen and Ke Zheng*

*Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, P. R. China, Email: kzhengscu.edu.cn

L. Yang, Z. Liu, Y. Li, N. Lei, Y. Shen, K. Zheng, Org. Lett., 2019, 21, 7702-7707.

DOI: 10.1021/acs.orglett.9b02433 (free Supporting Information)



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Abstract

An effective strategy for oxidative cross-coupling of indoles with various aldehydes is based on a two-step transformation via a well-known Mannich-type reaction and an electrochemical C-N bond cleavage for carbonyl introduction. This method offers excellent functional-group tolerance and enables late-stage functionalization of pharmaceutical molecules.

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Key Words

indoles, electrochemistry


ID: J54-Y2019