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Radical α,β-Dehydrogenation of Saturated Amides via α-Oxidation with TEMPO under Transition Metal-Free Conditions

Mei-Mei Wang, Guo-Hui Sui, Xian-Chao Cui, Hui Wang, Jian-Ping Qu*, Yan-Biao Kang*

*Nanjing Tech University, Nanjing 211816; University of Science and Technology of China, Hefei, Anhui 230026, China, Email: ias_jpqunjtech.edu.cn, ybkangustc.edu.cn

M.-M. Wang, G.-H. Sui, X.-C. Cui, H. Wang, J.-P. Qu, Y.-B. Kang, J. Org. Chem., 2019, 84, 8267-8274.

DOI: 10.1021/acs.joc.9b00872


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Abstract

A transition metal-free radical α,β-dehydrogenation of saturated amides under mild conditions even provides α,β-unsaturated Weinreb amides and acrylamides. Mechanistic studies confirm the radical nature of this transformation.


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Key Words

α,β-unsaturated amides


ID: J42-Y2019