东华大学学报(英文版)2024,Vol.41Issue(1) :57-71.DOI:10.19884/j.1672-5220.202304002

可见光催化烯烃的三组分串联三氟甲基化/偕二氟烯丙基化

Visible-Light Photoredox-Catalyzed Three-Component Tandem Trifluoromethylation/Gem-Difluoroallylation of Alkenes

袁汶雯 黄焰根 孟卫东
东华大学学报(英文版)2024,Vol.41Issue(1) :57-71.DOI:10.19884/j.1672-5220.202304002

可见光催化烯烃的三组分串联三氟甲基化/偕二氟烯丙基化

Visible-Light Photoredox-Catalyzed Three-Component Tandem Trifluoromethylation/Gem-Difluoroallylation of Alkenes

袁汶雯 1黄焰根 1孟卫东1
扫码查看

作者信息

  • 1. 东华大学 化学与化工学院,上海 201620
  • 折叠

摘要

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提供了更多可能.

Abstract

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.

关键词

自由基加成/三氟甲基化/偕二氟烯丙基化/烯烃

Key words

radical addition/trifluoromethylation/gem-difluoroallylation/alkene

引用本文复制引用

基金项目

National Natural Science Foundation of China(2199121)

出版年

2024
东华大学学报(英文版)
东华大学

东华大学学报(英文版)

影响因子:0.091
ISSN:1672-5220
参考文献量44
段落导航相关论文