. alpha.-Fluorination of carbonyl compounds with trifluoromethyl hypofluorite

WJ Middleton, EM Bingham

Index: Middleton, W. J.; Bingham, E. M. Journal of the American Chemical Society, 1980 , vol. 102, # 14 p. 4845 - 4846

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Citation Number: 70

Abstract

Sir: We have found a convenient, two-step method for the introduction of fluorine adjacent to the carbonyl group of ketones, aldehydes, esters, and amides. This is accomplished by first converting the carbonyl compounds to their trimethylsilyl enol ethers and then treating these resultant ethers with trifluoromethyl hypofluorite (CF30F) at-70 OC in an inert solvent to give directly the corresponding a-fluorocarbonyl compound. Previous investigators' have found ...