Palladium-Catalyzed Cascade Double C--N Bond Activation： A New Strategy for Aminomethylation of 1,3-Dienes with Aminals  

作　　者：Cuifang Qiao Anrong Chen Bingjian Gao Yang Liu Hanmin Huang 

机构地区：[1]Hefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry, Center for Excellence in Molecular Synthesis, University of Science and Technology of China, Chinese Academy of Sci- ences, Hefei, Anhui 230026, China [2]State Key Laboratory for Oxo Synthesis and Setective Oxidation, Lanzhou institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou, Gansu 730000, China

出　　处：《Chinese Journal of Chemistry》2018年第10期929-933,共5页中国化学（英文版）

基　　金：This research was supported by the National Natural Science Foundation of China （Nos. 21672199 and 21790333） and CAS Interdisciplinary Innovation Team.

摘　　要：A new palladium-catalyzed selective aminomethylation of conjugated 1,3-dienes with aminais via double C-N bond activation is described. This simple method provides an effective and rapid approach for the synthesis of linear a,13-unsaturated allylic amines with perfect regioselectivity. Mechanistic studies disclosed that one palladium catalyst cleaved two distinct C-N bond to furnish a cascade double C-N bond activation, in which an allylic 1,3-diamine and allylic 1,2-diamine were initially formed as key intermediates through the palladium-catalyzed C-N bond activation of aminal and the α,β-unsaturated allylic amine was subsequently produced via palladium-catalyzed C-N bond activation of the allylic diamines.A new palladium-catalyzed selective aminomethylation of conjugated 1,3-dienes with aminais via double C-N bond activation is described. This simple method provides an effective and rapid approach for the synthesis of linear a,13-unsaturated allylic amines with perfect regioselectivity. Mechanistic studies disclosed that one palladium catalyst cleaved two distinct C-N bond to furnish a cascade double C-N bond activation, in which an allylic 1,3-diamine and allylic 1,2-diamine were initially formed as key intermediates through the palladium-catalyzed C-N bond activation of aminal and the α,β-unsaturated allylic amine was subsequently produced via palladium-catalyzed C-N bond activation of the allylic diamines.

关 键 词：AMINOMETHYLATION 1 3-diene AMINE C-N bond activation allyic compounds synthetic methods 

分 类 号：TN86[电子电信—信息与通信工程] O643.36[理学—物理化学]