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Nickel-Catalyzed Cyanation of Unactivated Alkyl Chlorides or Bromides with Zn(CN)2

Aiyou Xia, Xin Xie, Haoyi Chen, Jidong Zhao, Chunli Zhang, Yuanhong Liu*

*Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032, People's Republic of China, Email:

A. Xia, X. Xie, J. Zhao, C. Zhang, Y. Liu, Org. Lett., 2018, 20, 7735-7739.

DOI: 10.1021/acs.orglett.8b03539

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Nickel catalyzes a cyanation of unactivated secondary alkyl chlorides or bromides using less toxic Zn(CN)2 as the cyanide source to provide a broad range of alkyl nitriles. Cyanation of primary alkyl chlorides or bromides was also achieved by reaction with Zn(CN)2 in the presence of n-Bu4NCl without the need for a nickel catalyst.

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ID: J54-Y2018