Nickel-catalyzed arylcyanation of alkenes via cyano group translocation: access to 1,n-dinitriles or 4-amino nitriles

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发表日期：

2024年7月8日

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Xiaohong Li,
Shenfan Wang,
Xiangxiang Fu,
Donghui Xing,
Zeyuan Fu,
Yuanfu Deng,
Huanfeng Jiang,
Liangbin Huang

摘要

Herein, a nickel-catalyzed arylcyanation of unactivated alkenes via cyano group translocation with aryl boronic acids has been developed. These transformations provided a robust approach to constructing structurally diverse 1,n-dinitriles or 4-amino nitriles from easily prepared and commercially available starting materials. The cyano group translocation was achieved, involving the addition into the intramolecular C–N triple bond followed by the retro-Thorpe reaction. Mechanistic studies revealed that high temperature and CsHCO₃ as the base were crucial for the cyano group translocation.