Oxytrifluoromethylation of multiple bonds using copper catalyst under mild conditions

被引:162
作者
Egami, Hiromichi [1 ,2 ]
Shimizu, Ryo [1 ,3 ]
Sodeoka, Mikiko [1 ,2 ,3 ]
机构
[1] RIKEN, Adv Sci Inst, Wako, Saitama 3510198, Japan
[2] Japan Sci & Technol Agcy, ERATO, Sodeoka Live Cell Chem Project, Wako, Saitama 3510198, Japan
[3] Saitama Univ, Grad Sch Sci & Engn, Sakura Ku, Saitama 3388570, Japan
关键词
Trifluoromethylation; Copper; Olefin; Alkyne; Togni reagent; ENANTIOSELECTIVE ALPHA-TRIFLUOROMETHYLATION; ELECTROPHILIC TRIFLUOROMETHYLATION; OXIDATIVE TRIFLUOROMETHYLATION; TERMINAL ALKENES; CARBOXYLIC-ACIDS; FLUORINATION; ARYL; PERFLUOROALKYLATION; ALDEHYDES; REAGENT;
D O I
10.1016/j.tetlet.2012.07.134
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Oxytrifluoromethylation reaction of styrene derivatives and alkynes with external and internal oxygen nucleophiles, catalyzed by copper (1) salts under mild conditions, was developed. Direct formation of a beta-trifluoromethylstyrene derivative from a styrene derivative was also achieved by the reaction in the presence of a Bronsted acid. Further transformation of the oxytrifluoromethylated products was conducted to demonstrate their utility. (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5503 / 5506
页数:4
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