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Nickel/Photoredox-Catalyzed Direct Amidation of Aldehydes with Nitroarenes via Fully Catalytic Process

Ji-Wei Sang, Qiuhao Li, Chi Zhang, Yu Zhang*, Jinxin Wang* and Wei-Dong Zhang*

*Shanghai University of TCM, Shanghai 201203; Second Military Medical University, Shanghai 200433, P. R. China, Email: yzhangshutcm.edu.cn, jxwang2013126.com, wdzhangyhotmail.com

J.-W. Sang, Q. Li, C. Zhang, Y. Zhang, J. Wang, W.-D. Zhang, Org. Lett., 2023, 25, 4592-4597.

DOI: 10.1021/acs.orglett.3c01694



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Abstract

In a fully catalytic nickel-photoredox process for the direct amidation of aldehydes with nitroarenes, both substrates were photocatalytically activated without the addition of an additional reductant or oxidant under mild conditions. A preliminary mechanistic study indicates a reaction pathway in which nitrobenzene is directly reduced to aniline as the nitrogen source.


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proposed mechanism



Key Words

amides, reduction of nitrocompounds, photochemistry


ID: J54-Y2023