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Ni-Catalyzed Isomerization-Hydrocyanation Tandem Reactions: Access to Linear Nitriles from Aliphatic Internal Olefins

Jihui Gao, Jie Ni, Rongrong Yu, Gui-Juan Cheng* and Xianjie Fang*

*The Chinese University of Hong Kong, Shenzhen 518172; Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, China, Email:,

J. Gao, J. Ni, R. Yu, G.-J. Cheng, X. Fang, Org. Lett., 2021, 23, 486-490.

DOI: 10.1021/acs.orglett.0c04007

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A nickel complex catalyzes a highly regioselective isomerization/hydrocyanation of aliphatic internal olefins to provide facile access to a wide variety of aliphatic nitriles in very good yields. Thanks to Lewis acid-free conditions, the protocol tolerates a broad range of functional groups, including secondary amines and unprotected alcohols.

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proposed mechanism

Key Words


ID: J54-Y2021