Cyanation and cyanomethylation of trimethylammonium salts via electrochemical cleavage of C-N bonds

Xianqiang Kong*, Yuchang Wang, Yiyi Chen, Xiaohui Chen, Long Lin and Zhong-Yan Cao*

*Changzhou Institute of Technology, Changzhou 213032; College of Chemistry and Chemical Engineering, Henan University, Kaifeng 475004, China, Email: kongxqczu.cn, zycaohenu.edu.cn

X. Kong, Y. Wang, Y. Chen, X. Chen, L. Lin, Z.-Y. Cao, Org. Chem. Front., 2022, 9, 1288-1294.

DOI: 10.1039/d1qo01858b

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Abstract

Practical and mild electrochemical cyanations and cyanomethylations of trimethylammonium salts with tosyl cyanide or azido allyl alcohol as the cyanation or cyanomethylation reagents offer high functional group compatibility and can be applied for the cyanation of natural product derivatives. The method avoids the use of an external stoichiometric reducing agent or a sacrificial anode.

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A Practically Unified Electrochemical Strategy for Ni-Catalyzed Decarboxylative Cross-Coupling of Aryl Trimethylammonium Salts

X. Kong, Y. Chen, X. Chen, Z.-X. Lu, W. Wang, S.-F. Ni, Z.-Y. Cao, Org. Lett., 2022, 24, 2137-2142.

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Key Words

cyanation, cyanomethylation, electrochemistry

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ID: JXX-Y2022