描述了一种高效的可见光诱导富电子烯烃的三氟甲基化/偕二氟烯丙基化三组分串联反应.三氟甲基(—CF3)自由基由市售的三氟甲基亚磺酸钠(CF3SO2Na)生成,依次与富电子烯烃和α-三氟甲基烯烃相匹配,最后通过β-F消除得到多氟烯烃.该方法的优点是反应条件温和,官能团耐受性好,底物范围广,反应效率高,为药物和天然产物衍生物的后期改性修饰提供了更多可能.
An efficient,redox-neutral and visible-light-induced three-component tandem trifluoromethylation/gem-difluoroallylation reaction of electron-rich alkenes is described.Trifluoromethyl(—CF3)radical is generated from commercially available sodium trifluorome-thanesulfinate(CF3SO2Na),which is matched with the electron-rich alkene and α-trifluoromethyl alkene in turn,and finally,the polyfluoroolefin is obtained by β-F elimination.The advantages of this method are mild reaction conditions,excellent functional-group tolerance,broad substrate scope,and high reaction efficiency,which provides an opportunity for the late-stage modification of pharmaceuticals and natural product derivatives.
袁汶雯;黄焰根;孟卫东
东华大学 化学与化工学院,上海 201620
化学
自由基加成;三氟甲基化;偕二氟烯丙基化;烯烃
radical addition;trifluoromethylation;gem-difluoroallylation;alkene
《东华大学学报（英文版）》 2024 (001)
57-71 / 15
National Natural Science Foundation of China(No.2199121)
10.19884/j.1672-5220.202304002
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