Fluoroform-Derived CuCF3 for Trifluoromethylation of Terminal and TMS-Protected Alkynes

被引:56
作者
He, Lisi [1 ]
Tsui, Gavin Chit [1 ]
机构
[1] Chinese Univ Hong Kong, Dept Chem, Shatin, Hong Kong, Peoples R China
关键词
COPPER-CATALYZED TRIFLUOROMETHYLATION; ARYL BORONIC ACIDS; NUCLEOPHILIC TRIFLUOROMETHYLATION; OXIDATIVE TRIFLUOROMETHYLATION; DIRECT CUPRATION; MEDIATED TRIFLUOROMETHYLATION; EFFICIENT PRECURSOR; CARBONYL-COMPOUNDS; FLUORINE; DIFLUOROMETHYLATION;
D O I
10.1021/acs.orglett.6b00999
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient trifluoromethylation reaction of alkynes using a fluoroform-derived CuCF3 reagent is described. The CF3 source is the inexpensive industrial waste fluoroform (CF3H). The air-stable CuCF3 reagent can be prepared in large quantities and is convenient to use. Synthetically useful trifluoromethylated alkynes containing a wide range of functional groups were successfully synthesized under mild conditions. Both terminal and TMS-protected alkynes gave the products in one step. The beneficial effect of a diamine ligand tetramethylethylenediamine (TMEDA) with the fluoroform-derived CuCF3 reagent was also demonstrated.
引用
收藏
页码:2800 / 2803
页数:4
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