Difluoroalkylation/Lactonization of Alkenes with BrCF_(2)CO_(2)K via Photoredox Catalysis:Access toα,α-Difluoro-γ-lactones  被引量:2

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作  者:Min Zhang Qiang Li Jin-Hong Lin Ji-Chang Xiao 

机构地区:[1]Key Laboratory of Organofluorine Chemistry,Shanghai Institute of Organic Chemistry,University of Chinese Academy of Sciences,Chinese Academy of Sciences,345 Lingling Road,Shanghai,200032 China [2]Department of Chemistry,Innovative Drug Research Center,Shanghai University,Shanghai,200444 China

出  处:《Chinese Journal of Chemistry》2023年第21期2819-2824,共6页中国化学(英文版)

基  金:We thank the National Key Research and Development Program of China(2021YFF0701700);the National Natural Science Foundation of China(21971252,21991122,22271181);the Science and Technology Commission of Shanghai Municipality(22ZR1423600)for financial support.

摘  要:Due to its unique electronic properties,the difluoromethylene group(CF2)has served as a valuable unity in the design of biologically active molecules.Sinceγ-lactones display a broad range of biological properties,α,α-difluoro-γ-lactones may exhibit unexpected biological activities,and thus their synthesis has received increasing attention.Traditional synthetic methods suffer from tedious multi-step processes,and very few effective methods have been reported recently.Herein,we describe the difunctionalization of alkenes with BrCF_(2)CO_(2)K under photoredox catalysis with the use of a boron-Lewis acid for the access toα,α-difluoro-γ-lactones.In this transformation,the alkene substrates and the used reagents,including BrCF_(2)CO_(2)K and the boron-Lewis acid,PhB(OH)2 or BF3·THF,are cheap and widely available.High efficiency and atom economy may make this protocol attractive.

关 键 词:PHOTOREDOX Catalysis Fluorine LACTONES ALKENES 

分 类 号:O62[理学—有机化学]

 

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