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Reactivity Of A Hypervalent Iodine Trifluoromethylating Reagent Toward THF: Ring Opening And Formation Of Trifluoromethyl Ethers.

S. Fantasia, J. Welch, A. Togni
Published 2010 · Chemistry, Medicine

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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.



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