Catalytic C-H activation-initiated transdiannulation:An oxygen transfer route to ring-fluorinated tricyclic γ-lactones  

作　　者：Qiuyun Li Yannan Zhu Yining Wang Gang Qi Wen-Juan Hao Kelu Yan Bo Jiang 

机构地区：[1]School of Chemistry and Chemical Engineering,Yancheng Institute of Technology,Yancheng 224051,China [2]School of Chemistry&Materials Science,Jiangsu Normal University,Xuzhou 221116,China [3]Key Laboratory of Life-Organic Analysis of Shandong Province,School of Chemistry and Chemical Engineering,Qufu Normal University,Qufu 273165,China

出　　处：《Chinese Chemical Letters》2024年第9期145-149,共5页中国化学快报（英文版）

基　　金：financial support from the schoollevel research projects of Yancheng Institute of Technology(No.xjr2020044);the National Natural Science Foundation of China(Nos.22101152,22271123 and 21971090)。

摘　　要：Catalytic C–H activation-initiated annulation reactions have emerged as a versatile strategy for the efficient construction of diverse ring structural units and complex cyclic molecules in synthetic chemistry.Herein,we describe a new Rh(Ⅲ)-catalyzed C–H activation-initiated transdiannulation reaction of N,Ndimethyl enaminones with gem-difluorocyclopropenes in the presence of H_(2)O,enabling a facile and oxygen transfer access to ring-fluorinated tricyclicγ-lactones with a 6-5 ring-junction tetrasubstituted stereocenter.This approach features bond-forming/annulation efficiency,good functional group tolerance and complete regioselectivity,which may include a complex process consisting of Rh(Ⅲ)-catalyzed C(sp2)–H activation,cyclic alkene insertion,defluorinated ring-opening of gem-difluorocyclopropane,intramolecular oxygen transfer,intramolecular cyclization and oxidative hydration.

关 键 词：C-H bond activation ENAMINONES Transannulation Oxygen transfer Regioselectivity 

分 类 号：O621.251[理学—有机化学]