Metal-Free Electrochemically Reductive Deuteration of C=N Bonds with D₂O toward Deuterated Amines

Yang Fan, Wei Ou*, Mengyin Chen, Yubing Liu, Bing Zhang, Wenqing Ruan and Chenliang Su*

*Institute of Microscale Optoelectronics, Shenzhen University, Shenzhen 518060, P. R. China, Email: ouwei2012163.com, chmsucszu.edu.cn

Y. Fan, W. Ou, M. Chen, Y. Liu, B. Zhang, W. Ruan, C. Su, Org. Lett., 2023, 25, 432-437.

DOI: 10.1021/acs.orglett.2c04154

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Abstract

A concise electrochemical process using D₂O as deuterium source enables an environmentally friendly and highly efficient synthesis of α-deuterated amines without any external reductants or catalysts. Various imines are compatible, affording the desired products in high yields and D-incorporation.

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proposed mechanism

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Key Words

reduction of imines, electrochemistry

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ID: J54-Y2023