Photoredox-catalysed redox-neutral trifluoromethylation of vinyl azides for the synthesis of α-trifluoromethylated ketones

被引:97
|
作者
Qin, Hai-Tao [1 ,2 ]
Wu, Shu-Wei [1 ,2 ]
Liu, Jia-Li [1 ,2 ]
Liu, Feng [1 ,2 ,3 ]
机构
[1] Soochow Univ, Coll Pharmaceut Sci, Jiangsu Key Lab Translat Res & Therapy Neuro Psyc, 199 Ren Rd, Suzhou 215123, Jiangsu, Peoples R China
[2] Soochow Univ, Coll Pharmaceut Sci, Dept Med Chem, 199 Ren Rd, Suzhou 215123, Jiangsu, Peoples R China
[3] Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Organofluorine Chem, 345 Lingling Rd, Shanghai 200032, Peoples R China
基金
中国国家自然科学基金;
关键词
COPPER-MEDIATED TRIFLUOROMETHYLATION; C-H AMINATION; SODIUM TRIFLUOROMETHANESULFINATE; RADICAL TRIFLUOROMETHYLATION; FACILE SYNTHESIS; 3-COMPONENT OXYTRIFLUOROMETHYLATION; OXIDATIVE TRIFLUOROMETHYLATION; SANDMEYER TRIFLUOROMETHYLATION; SUBSTITUTED KETONES; ARYLDIAZONIUM SALTS;
D O I
10.1039/c6cc10035j
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A redox-neutral, mild, and simple protocol is developed for the synthesis of a-trifluoromethylated ketones from vinyl azides under transition-metal-free conditions. In the presence of organic photoredox catalyst N-methyl-9-mesityl acridinium and sodium trifluoromethanesulfinate, a broad range of substituted vinyl azides were found to react smoothly upon visible-light irradiation, readily furnishing the corresponding products in satisfied yields.
引用
收藏
页码:1696 / 1699
页数:4
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