Asymmetric Dearomatization of Electron-Deficient Heteroarenes by a Phosphine-Catalyzed[3+2]Annulation with Vinylcyclopropanes

作     者：Xuan Dai Fuhao Zhang Lei Dai Yixin Lu 

作者机构：Department of ChemistryNational University of SingaporeSingapore 117543 School of Chemical EngineeringNanjing University of Science and TechnologyNanjing 210094 

出 版 物：《CCS Chemistry》 (中国化学会会刊（英文）)

年 卷 期：2023年第5卷第9期

页      面：2023-2032页

核心收录：

学科分类：07[理学] 070303[理学-有机化学] 0703[理学-化学] 

基　　金：the NRF Investigatorship Award(A-0004067-00-02) the Ministry of Education(MOE)of Singapore(A-0008481-00-00)for generous financial support. 

主　　题：dearomatization enantioselectivity phosphine catalysis electron-deficient heteroarenes vinylcyclopropanes 

摘      要：Asymmetric dearomatization reactions of various electron-deficient heteroarenes,including benzofurans,benzothiophenes,and indoles,have been described.Through a phosphine-catalyzed[3+2]annulation with vinylcyclopropanes,readily available heteroarene feedstocks undergo smooth dearomatization reactions,delivering a diverse array of valuable chiral cyclopentabenzodihydrofuran and cyclopentaindoline scaffolds in a highly diastero-and enantioselective manner.Notably,the employment of cyclopropanes in phosphine-mediated annulation for the dearomatization of electron-deficient arenes is unknown.