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 bo...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.展开更多
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).
文摘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.
