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Synthesis of α-Keto Thioamides by Metal-Free C=C Bond Cleavage in Enaminones Using Elemental Sulfur

Lu Gan, Yong Gao, Li Wei, Jie-Ping Wan*

*College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang 330022, P. R. China, Email: wanjiepingjxnu.edu.cn

L. Gan, Y. Gao, L. Wei, J.-P. Wan, J. Org. Chem., 2019, 84, 1064-1069.

DOI: 10.1021/acs.joc.8b02670


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Abstract

A cleavage of the C=C bond in N,N-disubstituted enaminones in the presence of elemental sulfur and DMAP provides N,N-disubstituted α-keto thioamides without using any metal catalyst or additive.

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proposed mechanism



Key Words

thioamides


ID: J42-Y2019