Electrochemical Decarboxylative Sulfonylation of Cinnamic Acids with Aromatic Sulfonylhydrazides to Vinyl Sulfones
Yu Zhao, Yin-Long Lai, Ke-Si Du, Dian-Zhao Lin and Jing-Mei Huang*
*Key Laboratory of Functional Molecular Engineering of
Guangdong Province, School of Chemistry and Chemical Engineering, South China
University of Technology, Guangzhou, Guangdong 510640, China, Email: chehjm
scut.edu.cn
Y. Zhao, Y.-L. Lai, K.-S. Du, D.-Z. Lin, J.-M. Huang, J. Org. Chem., 2017, 82, 9655-9661.
DOI: 10.1021/acs.joc.7b01741 (free Supporting Information)
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Abstract
An electrochemical oxidative N-S bond cleavage of aromatic sulfonylhydrazides, followed by cross-coupling reaction with cinnamic acids enable a stereoselective synthesis of (E)-vinyl sulfones in good yields with wide substrate scope under metal-free and halogen-free conditions.
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proposed mechanism
Key Words
vinyl sulfones, electrochemistry
ID: J42-Y2017
