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Reactivity of a hypervalent iodine trifluoromethylating reagent toward THF: ring opening and formation of trifluoromethyl ethers.
Journal article

Reactivity of a hypervalent iodine trifluoromethylating reagent toward THF: ring opening and formation of trifluoromethyl ethers.

  • Fantasia S Department of Chemistry and Applied Bioscience, Swiss Federal Institute of Technology, ETH Zurich, 8093 Zurich, Switzerland.
  • Welch JM
  • Togni A
  • 2010-02-04
Published in:
  • The Journal of organic chemistry. - 2010
Catalysis
Cyclization
Ethers
Hydrocarbons, Fluorinated
Hydrocarbons, Halogenated
Indicators and Reagents
Iodine
Magnetic Resonance Spectroscopy
Methylation
Molecular Structure
Structure-Activity Relationship
English 1-Trifluoromethyl-1,2-benziodoxol-3-(1H)-one (1) is able to transfer the electrophilic CF(3) group to the oxygen atom of THF in the presence of a Lewis or Bronsted acid. This results in a new ring-opening reaction of THF yielding trifluoromethyl ethers. Details of this reaction and the insight gained into the mechanism of action of reagent 1 are reported.
Language
  • English
Open access status
closed
Identifiers
Persistent URL
https://sonar.rero.ch/global/documents/57310
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