Regioselective Gold-Catalyzed Hydration of CF3- and SF5-alkynes

被引:45
|
作者
Cloutier, Melissa [1 ]
Roudias, Majdouline [1 ]
Paquin, Jean-Francois [1 ]
机构
[1] Univ Laval, Dept Chim, PROTEO, CGCC, 1045 Ave Med, Quebec City G1V 0A6, PQ, Canada
基金
加拿大自然科学与工程研究理事会;
关键词
ALPHA-TRIFLUOROMETHYLATED KETONES; FACILE SYNTHESIS; HYDROALKOXYLATION; ACID; CHEMISTRY; FLUORINE; ALKYNES; ACCESS;
D O I
10.1021/acs.orglett.9b01379
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The regioselective gold-catalyzed hydration of CF3- and SF5-alkynes is described. The corresponding trifluoromethylated and pentasulfanylated ketones are obtained in up to 91% yield as single regioisomers showcasing the use of CF3 and SF5 as highly efficient directing groups in this reaction. Notably, this transformation represents the first use of CF3- and SF5-alkynes in gold catalysis.
引用
收藏
页码:3866 / 3870
页数:5
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