4.8 Article

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

Journal

ORGANIC LETTERS
Volume 14, Issue 11, Pages 2882-2885

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol3011419

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Funding

  1. Swedish Research Council (VR)
  2. Knut och Alice Wallenbergs Foundation via the Center of Molecular Catalysis at Stockholm University (CMCSU)

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Regio- and stereoselective Cu-catalyzed addition of the above hypervalent iodine reagent to alkynes and alkenes was achieved. In the presence of Cul, 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.

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