Electrophilic Trifluoromethylation by Copper-Catalyzed Addition of CF3-Transfer Reagents to Alkenes and Alkynes

Regio- and stereoselective Cu-catalyzed addition of the above hypervalent iodine reagent to alkynes and alkenes was achieved. In the presence of CuI, the reaction is suitable to perform trifluoromethyl-benzoyloxylation and trifluoromethyl-halogenation of alkenes and alkynes. Electron-donating substi...

Full description

Saved in:
Bibliographic Details
Published in:Organic letters 2012-06, Vol.14 (11), p.2882-2885
Main Authors: Janson, Pär G, Ghoneim, Ibrahim, Ilchenko, Nadia O, Szabó, Kálmán J
Format: Article
Language:English
Subjects:
Alkenes - chemistry
Alkynes - chemistry
Catalysis
Combinatorial Chemistry Techniques
Copper - chemistry
Hydrocarbons, Fluorinated - chemical synthesis
Hydrocarbons, Fluorinated - chemistry
Iodine - chemistry
Molecular Structure
Organic Chemistry
organisk kemi
Stereoisomerism
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Regio- and stereoselective Cu-catalyzed addition of the above hypervalent iodine reagent to alkynes and alkenes was achieved. In the presence of CuI, the reaction is suitable to perform trifluoromethyl-benzoyloxylation and trifluoromethyl-halogenation of alkenes and alkynes. Electron-donating substituents accelerate the process, and alkenes react faster than alkynes emphasizing the electrophilic character of the addition reaction.
ISSN:1523-7060
1523-7052
1523-7052
DOI:10.1021/ol3011419