Synthesis of gem-difluoroalkenes via photoredox-catalyzed defluoroaryloxymethylation of α-trifluoromethyl alkenes

被引：8
|
作者：
Atriardi, Shafrizal Rasyid [1 ]
Kim, Jae-Young [1 ]
Anita, Yulia [1 ,2 ]
Woo, Sang Kook [1 ]
机构：
[1] Univ Ulsan, Dept Chem, 93 Daehak Ro, Ulsan 44610, South Korea
[2] Natl Res & Innovat Agcy, Res Ctr Chem, Jakarta, Indonesia
来源：
BULLETIN OF THE KOREAN CHEMICAL SOCIETY | 2023年 / 44卷 / 01期
关键词：
defluoroaryloxymethylation; gem-difluoroalkenes; visible-light photoredox-catalysis; alpha-sityl ethers; alpha-trifluoromethyl alkenes; DIFLUOROMETHYL 2-PYRIDYL SULFONE; ORGANOLITHIUM REAGENTS; CONCISE SYNTHESIS; FLUORINE; LIGHT; ELECTRON; DIFLUOROOLEFINATION; GENERATION;
D O I：
10.1002/bkcs.12633
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Herein, we present a novel method for the synthesis of gem-difluoroalkenes via visible-light photoredox-catalyzed defluoroaryloxymethylation of alpha-trifluoromethyl alkenes using alpha-sityl ethers as aryloxymethyl radical precursors. This reaction shows good functional group tolerance and provides the desired products in good to excellent yields. Based on mechanistic studies, we propose a reaction mechanism involving single-electron oxidation of an alpha-silyl ether to generate an alpha-aryloxymethyl radical.
引用
收藏
页码：50 / 54
页数：5
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