Visible Light-Promoted Decarboxylative Di- and Trifluoromethylthiolation of Alkyl Carboxylic Acids

被引:109
作者
Candish, Lisa [1 ]
Pitzer, Lena [1 ]
Gomez-Suarez, Adrian [1 ]
Glorius, Frank [1 ]
机构
[1] Univ Munster, Organisch Chem Inst, Corrensstr 40, D-48149 Munster, Germany
关键词
decarboxylation; difluoromethylthiolation; photocatalysis; trifluoromethylthiolation; visible light; COPPER-CATALYZED TRIFLUOROMETHYLTHIOLATION; ALPHA-FLUORINATED ETHERS; FREE-RADICAL ADDITION; C-H BONDS; PHOTOREDOX CATALYSIS; TRIFLUOROMETHANESULFENYL CHLORIDE; SYNTHETIC APPLICATIONS; MERGING PHOTOREDOX; ORGANIC-SYNTHESIS; ROOM-TEMPERATURE;
D O I
10.1002/chem.201600421
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Described herein is a new and straightforward decarboxylative di- and trifluoromethylthiolation of alkyl carboxylic acids promoted by visible light. This approach enables the synthesis of biologically relevant alkyl SCF2H and SCF3 compounds from cheap and abundant carboxylic acids. The method is operationally simple, using irradiation from household light sources, and its mild reaction conditions make it tolerant of a range of functional groups. The strategy employs electrophilic phthalimide-derived di- and trifluoromethylthiolation reagents and exploits the ability of the imidyl radical to carry a radical chain.
引用
收藏
页码:4753 / 4756
页数:4
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