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

被引：254

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.

引用

页码：4000 / 4003

页数：4

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