Palladium-Catalyzed Remote 1,n-Arylamination of Unactivated Terminal Alkenes
Palladium-Catalyzed Remote 1,n-Arylamination of Unactivated Terminal Alkenes
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DOI：
10.1021/acscatal.9b00688
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发表时间：
2019-05-01
期刊：
影响因子：
12.9
通讯作者：
Yao, Hequan
中科院分区：
文献类型：
--
作者：
Han, Chunhua;Fu, Zhiyuan;Yao, Hequan
实现了钯催化的未活化末端烯烃与芳基碘化物和芳胺的远端1，n-芳基层合（从1,3-到1,11-芳基层合）。该三组分反应通过pd催化的Heck芳基化、烯烃异构化和aza-Michael加成进行，具有良好的区域选择性和化学选择性，底物范围广。初步机理研究表明，原位生成的邻位/对醌类中间体是烯烃异构化的驱动力，促进了亲核胺化后的重芳构化。
A palladium-catalyzed remote 1,n-arylamination (from 1,3- to 1,11-arylamination) of unactivated terminal alkenes with aryl iodides and arylamines has been realized. This three-component reaction proceeded via Pd-catalyzed Heck arylation, alkene isomerization, and aza-Michael addition, exhibiting good regio- and chemoselectivity, and wide substrate scope. Preliminary mechanistic studies indicated that the in situ generated ortho/para-quinone methide intermediates served as the driving force for the alkene isomerization and promoted the rearomatization upon nucleophilic amination.