Catalytic Arylalkylation of Alkenyl Amines at Remote Sites via Directed Nickel Catalysis  

作　　者：Jian Han Yinheng Tang Jie Huang Chun Luo Lanlan Zhang Wenyi Li Chao Wang 

机构地区：[1]College of Chemistry and Materials Science,Hengyang Normal University,Key Laboratory of Functional Metal-Organic Compounds of Hunan Province,Key Laboratory of Functional Organometallic Materials of Hunan Province Universities,Hengyang,Hunan 421008,China [2]Tianjn Key Laboratory of Structure and Performance for Functional Molecules,College of Chemistry,Tianjin Normal University,Tianjin 300387,China [3]Jiangsu Key Laboratory of Advanced Organic Materials,Schoolof Chemistryand Chemical Engineering,Nanjing University Nanjing,Jiangsu 210023,China

出　　处：《Chinese Journal of Chemistry》2023年第6期631-636,共6页中国化学（英文版）

基　　金：This work was supported by the National Natural Science Foundation of China(21901185,22002037);the Innovation and Entrepreneurship Training Programme for University Students(202110546007);the Scientific Research Hunan Provincial Education Department(19A068);funds provided by Tianjin Normal University.

摘　　要：Directing group-assisted, transition metal-catalyzed three-component difunctionalization of alkenes has emerged as a powerful tool to drive molecular complexity. However, this strategy generally works with the substrates bearing directing groups in close proximity to the alkene moieties, due to the preference for formation of kinetically stable five-membered metallacycles. Herein, we have disclosed a complementary strategy to accomplish a nickel-catalyzed remote arylalkylation of alkenyl amines with excellent regioselectivity and diastereofidelity, involving rare six- or seven-membered metallacycles. This general protocol is compatible with a series of δ- and ε-alkenyl amines, providing corresponding valuable δ,ε- and ε,ζ-difunctionalized aliphatic amines that would be difficult to synthesize. The coordination of the bidentate picolinamide auxiliary and the facile oxidative addition of alkyl halides to Ni(I) species are the key to the success of the developed remote olefin dicarbofunctionalization.

关 键 词：Nickel Homogeneous catalysis Arylalkylation AMINES PICOLINAMIDE Synthetic methodology BORON 

分 类 号：O62[理学—有机化学]