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

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‐oxytrifluor...

Full description

Saved in:
Bibliographic Details
Published in:Angewandte Chemie International Edition 2013-04, Vol.52 (14), p.4000-4003
Main Authors: Egami, Hiromichi, Shimizu, Ryo, Kawamura, Shintaro, Sodeoka, Mikiko
Format: Article
Language:English
Subjects:
alkene
Alkenes
Alkenes - chemistry
Bearing
Bonding
Carbon - chemistry
Catalysis
Construction
copper
Copper - chemistry
Dioxanes - chemistry
fluorine
Fluorine - chemistry
Forming
heterocycles
Heterocyclic Compounds - chemistry
homogeneous catalysis
Joining
Olefins
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary: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.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201210250