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

The combo pack: Copper-catalyzed trifluoromethylation of alkenes bearing an allylic proton combined with CC bond formation affords the title compounds in good to high yields. The reactions are faster than allylic trifluoromethylation, especially in 1,4-dioxane. A unique 1,6-oxytrifluoromethylation o...

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Bibliographic Details
Published in:Angewandte Chemie International Edition 2013-04, Vol.52 (14), p.4000
Main Authors: Egami, Hiromichi, Shimizu, Ryo, Kawamura, Shintaro, Sodeoka, Mikiko
Format: Article
Language:English
Online Access:Get full text
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Summary:The combo pack: Copper-catalyzed trifluoromethylation of alkenes bearing an allylic proton combined with CC bond formation affords the title compounds in good to high yields. 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.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201210250