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Org Lett. 2012 Jun 1;14(11):2882-5. doi: 10.1021/ol3011419. Epub 2012 May 21.

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

Author information

1
Department of Organic Chemistry, Stockholm University, SE-106 91 Stockholm, Sweden.

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.

PMID:
22612441
DOI:
10.1021/ol3011419
[Indexed for MEDLINE]

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