Photoredox-Coupled F-Nucleophilic Addition: Allylation of gem-Difluoroalkenes

Haidong Liu, Liang Ge, Ding Xing Wang, Nan Chen, Chao Feng

Research output: Contribution to journalArticlepeer-review

91 Scopus citations

Abstract

A novel strategy for the expedient construction of CF 3 -embeded tertiary/quarternary carbon centers was developed by taking advantage of photoredox catalysis. Thanks to a key step of single-electron oxidation, electron-rich gem-difluoroalkenes, which otherwise are essentially reluctant towards F-nucleoplilic addition, now readily participate in this fluoroallylation reaction. Furthermore, this strategy provides an elegant example for the generation, as well as functionalization, of α-CF 3 -substituted benzylic radical intermediates using cheap and readily available starting materials.

Original languageEnglish
Pages (from-to)3918-3922
Number of pages5
JournalAngewandte Chemie - International Edition
Volume58
Issue number12
DOIs
StatePublished - 18 Mar 2019

Keywords

  • allylic compounds
  • fluorine
  • photochemistry
  • radicals
  • reaction mechanisms

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