Transition-Metal-Mediated Fluoroalkylation of Carbon Electrophiles through Cross-Electrophile Couplings  

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作  者:Yun-Cheng Luo Xingang Zhang 

机构地区:[1]School of Chemistry and Material Sciences,Hangzhou Institute for Advanced Study,University of Chinese Academy of Sciences,1 Sub-lane Xiangshan,Hangzhou,Zhejiang 310024,China [2]Key Laboratory of Fluorine and Nitrogen Chemistry and Advanced Materials(Chinese Academy of Sciences),Shanghai Institute of Organic Chemistry,University of Chinese Academy of Sciences,Chinese Academy of Sciences,345 Lingling Road,Shanghai 200032,China

出  处:《Chinese Journal of Chemistry》2024年第24期3499-3517,共19页中国化学(英文版)

基  金:supported by the National Natural Science Foundation of China(21931013,21991122);the National Key R&D Program of China(2021YFF0701700);the Strategic Priority Research Program of the Chinese Academy of Sciences(XDB0590000);the Science and Technology Commission of Shanghai Municipality(22JC1403500,21XD1404400).

摘  要:Organofluorine compounds have attracted substantial interest in life and materials sciences due to the unique properties of fluorine atom(s)that often change the physicochemical and biological properties of organic molecules.Transition-metal-mediated cross-electrophile coupling between carbon electrophiles and fluoroalkyl electrophiles has emerged as a straightforward and efficient route for the synthesis of a wide range of fluoroalkylated compounds because of its synthetic convenience without the tedious synthesis of organometallic reagents.Moreover,alkenes or alkynes-involved three-component cross-electrophile couplings provide rapid and effective access to carbonfunctionalized fluoroalkylated alkanes and alkenes.Herein,we comprehensively summarize the transition-metal-mediated reductive fluoroalkylation of diverse carbon electrophiles through a historical perspective,including trifluoromethylation,difluoroalkylation,monofluoroalkylation,and so on.Different transition metals(Cu,Ni,etc.)and strategies are discussed,in which nickel-catalyzed reductive fluoroalkylation reactions represent an attractive and efficient synthetic route to site-selectively access organofluorine compounds.

关 键 词:FLUOROALKYLATION Cross-electrophile coupling Dicarbofunctionalization Copper Nickel catalysis 

分 类 号:O62[理学—有机化学]

 

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