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PhenoFluorMix: Practical Chemoselective Deoxyfluorination of Phenols

Teppei Fujimoto and Tobias Ritter*

*Department of Chemistry and Chemical Biology, Harvard University, 12 Oxford Street, Cambridge, Massachusetts 02138, United States, Email: ritterchemistry.harvard.edu

T. Fujimoto, T. Ritter, Org. Lett., 2015, 17, 544-547.

DOI: 10.1021/ol5035518


Abstract

PhenoFluorMix, a mixture of N,N'-1,3-bis(2,6-diisopropylphenyl)chloroimidazolium chloride and CsF, overcomes the challenges associated with hydrolysis of PhenoFluor. PhenoFluorMix does not hydrolyze, is readily available on decagram scale, and is storable in air. The reagent can be used for the deoxyfluorination of various phenols and heterocycles.

see article for more examples



Deoxyfluorination of Phenols

P. Tang, W. Wang, T. Ritter, J. Am. Chem. Soc., 2011, 133, 11482-11484.


Key Words

fluoroarenes


ID: J54-Y2015