4.8 Article

PhenoFluorMix: Practical Chemoselective Deoxyfluorination of Phenols

Journal

ORGANIC LETTERS
Volume 17, Issue 3, Pages 544-547

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol5035518

Keywords

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Funding

  1. NSF [CHE-0952753]
  2. Daiichi-Sankyo Co., Ltd.
  3. Division Of Chemistry
  4. Direct For Mathematical & Physical Scien [0952753] Funding Source: National Science Foundation

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A practical deoxyfluorination with novel deoxyfluorinating reagent PhenoFluorMix, a mixture of N,N'-1,3-bis(2,6-diisopropylphenyl)chloroimidazolium chloride and CsF, is presented. PhenoFluorMix overcomes the challenges associated with hydrolysis of PhenoFluor. PhenoFluorMix does not hydrolyze, is readily available on decagram scale, and is storable in air. In this paper, we demonstrate the practicality of the reagent and exhibit the deoxyfluorination of a variety of phenols and heterocycles.

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