Electrochemical Oxidative Regioselective C-H Cyanation of Imidazo[1,2-a]pyridines

Ting Cui, Yanling Zhan, Changhui Dai, Jun Lin, Ping Liu* and Peipei Sun*

*School of Chemistry and Materials Science, Nanjing Normal University, Nanjing 210023, China, Email: pingliunjnu.edu.cn, sunpeipeinjnu.edu.cn

T. Cui, Y. Zhang, C. Dai, J. Lin, P. Liu, P. Sun, J. Org. Chem., 2021, 86, 15897-15905.

DOI: 10.1021/acs.joc.0c03026

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Abstract

The use of a KH₂PO₄/K₂HPO₄ buffer enabled an electrochemical oxidative regioselective C-H cyanation of imidazo[1,2-a]pyridines using readily available TMSCN as the cyano source. This protocol was compatible with a broad range of substituted imidazo[1,2-a]pyridines and provided the C3 cyanated products in good yields.

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proposed mechanism

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Key Words

imidazo[1,2-a]pyridines, electrochemistry

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ID: J42-Y2021