Rhodium-catalyzed formal[4+3]annulation reaction of N-methoxybenzamides with gem–difluorocyclopropenes:A combination of experimental and theoretical studies  

作　　者：Yimiao He Limei Tian Xuexue Chang Zeming Qu Yanmin Huang Chusheng Huang Qing Sun Honggen Wang 

机构地区：[1]Guangxi Key Laboratory of Natural Polymer Chemistry and Physics,College of Chemistry and Materials,Nanning Normal University,Nanning 530001,China [2]Key Laboratory of Jiangxi Province for Persistent Pollutants Control and Resources Recycle,Nanchang Hangkong University,Nanchang 330063,China [3]School of Pharmaceutical Sciences,Sun Yat-sen University,Guangzhou 510006,China

出　　处：《Chinese Chemical Letters》2022年第6期2987-2992,共6页中国化学快报（英文版）

基　　金：National Natural Science Foundation of China(Nos.21861007,21702034);Natural Science Foundation of Guangxi Province(No.2021GXNSFAA075024);“BAGUI Scholar”Program of Guangxi Province of China;High-Level Innovation Team and Distinguished Scholar Program in Guangxi Colleges and Universities。

摘　　要：A rhodium-catalyzed[4+3]cycloaddition reaction between N-methoxybenzamides and gem–difluorocyclopropenes is described.The reaction offers a mild and efficient approach towards the synthesis of fluorinated 2 H-azepin-2-ones with broad substrate scope.A consecutive HOAc-assisted C–N bond formation and fluorine elimination are involved as key steps for success as illustrated by detailed DFT studies.

关 键 词：gem-Difluorocyclopropene Fluorinated 2H-azepin-2-one C-H functionalization Oxidizing directing group RHODIUM [4+3]Annulation 

分 类 号：O621.251[理学—有机化学]