Copper-catalyzed trifluoromethylation of organic zinc reagents with an electrophilic trifluoromethylating reagent

被引:7
|
作者
Wang, Chang-Sheng [1 ]
Wang, Haoyang [2 ]
Yao, Cheng [1 ]
机构
[1] Nanjing Tech Univ, Coll Sci, 30 Puzhu South Rd, Nanjing 211816, Jiangsu, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Organ Chem, Shanghai 200032, Peoples R China
关键词
C-H TRIFLUOROMETHYLATION; MEDIATED TRIFLUOROMETHYLATION; OXIDATIVE TRIFLUOROMETHYLATION; REDUCTIVE ELIMINATION; MEDICINAL CHEMISTRY; ARYLBORONIC ACIDS; BOND-FORMATION; ARENES; ARYL; FLUORINATION;
D O I
10.1039/c5ra02279g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A copper-catalyzed trifluoromethylation of aryl, vinyl and alkyl zinc reagents with Togni's reagent was described. Mechanistic studies indicated that the aryl group is initially transferred from the zinc reagent to hypervalent iodine to form a tri-substituted hypervalent iodine intermediate. Consequent reductive-elimination via a concerted bond-forming step and/or radical pathway from this intermediate generates the trifluoromethylated arenes.
引用
收藏
页码:24783 / 24787
页数:5
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