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Photoredox‐Coupled F‐Nucleophilic Addition: Allylation of gem ‐Difluoroalkenes
Author(s) -
Liu Haidong,
Ge Liang,
Wang DingXing,
Chen Nan,
Feng Chao
Publication year - 2019
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201814308
Subject(s) - photoredox catalysis , chemistry , nucleophile , nucleophilic addition , combinatorial chemistry , catalysis , surface modification , reactive intermediate , photochemistry , organic chemistry , photocatalysis
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.