Rhodium-Catalyzed Defluorinative Vinylation of gem-Difluoroalkenes for the Synthesis of 2-Fluoro-1,3-dienes

作     者：Shengjin Song Huan Liu Lu Wang Chuan Zhu Teck-Peng Loh Chao Feng 

作者机构：Department of ChemistryUniversity of Science and Technology of ChinaHefeiAnhui 230026China Institute of Advanced SynthesisSchool of Chemistry and Molecular EngineeringJiangsu National Synergetic Innovation Center for Advanced MaterialsNanjing Tech UniversityNanjingJiangsu 211816China Division of Chemistry and Biological ChemistrySchool of Physical and Mathematical SciencesNanyang Technological University637371Singapore 

出 版 物：《Chinese Journal of Chemistry》 (中国化学（英文版）)

年 卷 期：2019年第37卷第10期

页      面：1036-1040页

核心收录：

学科分类：081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学] 

基　　金：We gratefully acknowledge the financial support of the''Thousand Talents Planw Youth Program,the^Jiangsu Specially-Appointed Professor Planw,the National Natural Science Foundation of China(No.21871138) the Natural Science Foundation of Jiangsu Province(No.BK20170984) 

主　　题：diene catalyzed fluorine 

摘      要：Herein,we present a strategy for the formation of 2-fluoro-1,3-diene derivatives via rhodium-catalyzed direct C(sp2)-C(sp2) cross-coupling of gem-difluoroalkenes and *** merging Rh(Ⅲ)-catalyzed C(sp2)-H bond activation and nucleophilic addition/F-elimination of gem-difluoroalkene,an efficient defluorinative vinylation reaction is uncovered,which leads to the generation of 2-fluoro-1,3-dienes in moderate to good yields with excellent stereoselectivity under mild *** mechanistic study suggests unique effects of fluorine substituents which allow the reactivity profile not observed with the congeners bearing heavier halides.