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

被引:103
作者
Liu, Haidong [1 ]
Ge, Liang [1 ]
Wang, Ding-Xing [1 ]
Chen, Nan [1 ]
Feng, Chao [1 ]
机构
[1] Nanjing Tech Univ, Sch Chem & Mol Engn, Inst Adv Synth, Nanjing 210009, Jiangsu, Peoples R China
基金
中国国家自然科学基金;
关键词
allylic compounds; fluorine; photochemistry; radicals; reaction mechanisms; C-H AMINATION; CROSS-COUPLINGS; TRIFLUOROMETHYLATION; LIGHT; BOND; ACTIVATION; GENERATION; CATALYSIS; FLUORINE; RADICALS;
D O I
10.1002/anie.201814308
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A novel strategy for the expedient construction of CF3-embeded tertiary/quartentary 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 alpha-CF3 -substituted benzylic radical intermediates using cheap and readily available starting materials.
引用
收藏
页码:3918 / 3922
页数:5
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