PhenoFluorMix: Practical Chemoselective Deoxyfluorination of Phenols

Fujimoto, Teppei; Ritter, Tobias

doi:10.1021/ol5035518

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PhenoFluorMix: Practical Chemoselective Deoxyfluorination of Phenols

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Ritter, Tobias
Research Department Ritter, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Citation

Fujimoto, T., & Ritter, T. (2015). PhenoFluorMix: Practical Chemoselective Deoxyfluorination of Phenols. Organic Letters, 17(3), 544-547. doi:10.1021/ol5035518.

Cite as: https://hdl.handle.net/11858/00-001M-0000-002B-782E-E

Abstract

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.