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Electrophilic trifluoromethylation by copper-catalyzed addition of CF3-transfer reagents to alkenes and alkynes.

Authors :
Janson PG
Ghoneim I
Ilchenko NO
Szabó KJ
Source :
Organic letters [Org Lett] 2012 Jun 01; Vol. 14 (11), pp. 2882-5. Date of Electronic Publication: 2012 May 21.
Publication Year :
2012

Abstract

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.

Details

Language :
English
ISSN :
1523-7052
Volume :
14
Issue :
11
Database :
MEDLINE
Journal :
Organic letters
Publication Type :
Academic Journal
Accession number :
22612441
Full Text :
https://doi.org/10.1021/ol3011419