Alkene Trifluoromethylation Coupled with CC Bond Formation: Construction of Trifluoromethylated Carbocycles and Heterocycles

被引：253
作者：
Egami, Hiromichi [1 ,2 ]
Shimizu, Ryo [1 ,3 ]
Kawamura, Shintaro [1 ,2 ]
Sodeoka, Mikiko [1 ,2 ,3 ]
机构：
[1] RIKEN, Synthet Organ Chem Lab, 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
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2013年 / 52卷 / 14期
关键词：
alkene; copper; fluorine; heterocycles; homogeneous catalysis; COPPER-CATALYZED TRIFLUOROMETHYLATION; ENANTIOSELECTIVE ALPHA-TRIFLUOROMETHYLATION; PD(II)-CATALYZED ORTHO-TRIFLUOROMETHYLATION; ELECTROPHILIC TRIFLUOROMETHYLATION; OXIDATIVE TRIFLUOROMETHYLATION; ROOM-TEMPERATURE; RADICAL TRIFLUOROMETHYLATION; PHOTOREDOX CATALYSIS; MEDICINAL CHEMISTRY; TERMINAL ALKENES;
D O I：
10.1002/anie.201210250
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The combo pack: Copper-catalyzed trifluoromethylation of alkenes bearing an allylic proton combined with C-C bond formation affords the title compounds in good to high yields (see scheme). The reactions are faster than allylic trifluoromethylation, especially in 1,4-dioxane. A unique 1,6- oxytrifluoromethylation occurred instead of an anticipated seven-membered ring forming carbotrifluoromethylation reaction. © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
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收藏
页码：4000 / 4003
页数：4
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