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

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作  者:Xiaohong Li Shenfan Wang Xiangxiang Fu Donghui Xing Zeyuan Fu Yuanfu Deng Huanfeng Jiang Liangbin Huang 

机构地区:[1]State Key Laboratory of Pulp and Paper Engineering,School of Chemistry and Chemical Engineering,South China University of Technology,Guangzhou 510640,China

出  处:《Science China Chemistry》2024年第9期2975-2981,共7页中国科学(化学英文版)

基  金:supported by the National Natural Science Foundation of China(21971074,22001076);the Natural Science Foundation of Guangdong Province(2022A1515010660,2021A1515220024);the Natural Science Foundation of Guangzhou(202102020982)。

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 CsHCO_(3) as the base were crucial for the cyano group translocation.

关 键 词:arylcyanation nickel catalysis cyano group translocation 1 n-dinitriles 4-amino nitriles 

分 类 号:O621.251[理学—有机化学]

 

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