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Copper-Catalyzed Cyanation of N-Tosylhydrazones with Thiocyanate Salt as the "CN" Source

Yubing Huang, Yue Yu, Zhongzhi Zhu, Chuanle Zhu, Jinghe Cen, Xianwei Li, Wanqing Wu* and Huanfeng Jiang*

*School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640, P. R. China, Email: cewuwqscut.edu.cn, jianghfscut.edu.cn

Y. Huang, Y. Yu, Z. Zhu, C. Zhu, J. Cen, X. Li, W. Wu, H. Jiang, J. Org. Chem., 2017, 82, 7621-7627.

DOI: 10.1021/acs.joc.7b00836 (free Supporting Information)


Abstract

A copper-catalyzed cyanation of N-tosylhydrazones provides α-aryl nitriles in the presence of thiocyanate as a low-toxic cyanide source. The convenient method offers a broad substrate scope.

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proposed mechanism



Key Words

cyanation


ID: J42-Y2017