Abstract
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.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Catalysis
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Cyclization
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Ethers / chemical synthesis*
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Ethers / chemistry
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Hydrocarbons, Fluorinated / chemical synthesis*
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Hydrocarbons, Fluorinated / chemistry
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Hydrocarbons, Halogenated / chemical synthesis
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Hydrocarbons, Halogenated / chemistry*
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Indicators and Reagents
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Iodine / chemistry*
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Magnetic Resonance Spectroscopy
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Methylation
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Molecular Structure
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Structure-Activity Relationship
Substances
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1-trifluoromethyl-1,2-benziodoxol-3(1H)-one
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Ethers
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Hydrocarbons, Fluorinated
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Hydrocarbons, Halogenated
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Indicators and Reagents
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Iodine