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 

机构地区：[1]Department of Chemistry,University of Science and Technology of China,Hefei,Anhui 230026,China [2]Institute of Advanced Synthesis,School of Chemistry and Molecular Engineering,Jiangsu National Synergetic Innovation Center for Advanced Materials,Nanjing Tech University,Nanjing,Jiangsu 211816,China [3]Division of Chemistry and Biological Chemistry,School of Physical and Mathematical Sciences,Nanyang Technological University,637371,Singapore

出　　处：《Chinese Journal of Chemistry》2019年第10期1036-1040,共5页中国化学（英文版）

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).

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 acrylamides.By 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 conditions.Preliminary mechanistic study suggests unique effects of fluorine substituents which allow the reactivity profile not observed with the congeners bearing heavier halides.

关 键 词：DIENE catalyzed FLUORINE 

分 类 号：O62[理学—有机化学]