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Nickel-Catalyzed Cyanation of Unactivated Alkyl Sulfonates with Zn(CN)2

Aiyou Xia, Peizhuo Lv, Xin Xie and Yuanhong Liu*

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

A. Xia, P. Lv, X. Xie, Y. Liu, Org. Lett., 2020, 22, 7842-7847.

DOI: 10.1021/acs.orglett.0c02722

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Nickel catalyzes a cyanation of unactivated primary and secondary alkyl mesylates with Zn(CN)2. The reaction provides an efficient route for the synthesis of alkyl nitriles with wide substrate scope, good functional group tolerance, and compatibility with heterocyclic compounds. A gradual in situ generation of alkyl iodide as the reactive intermediate is crucial for the success of the reaction.

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Key Words


ID: J54-Y2020