Reactions with fluoroxytrifluoromethane

N,N-Difluoroamines. Primary amines can be converted into N,N-difluoro-amines in 50-75% yield by conversion into the Schiff base with benzaldehyde or, preferably, the sodium salt of 4-carboxybenzaldehyde, followed by reaction with fluoroxytrifluoromethane in methanol-methylene chloride. In the absence of methanol the alkyl fluoride is formed preferentially. ... 

Reactions of fluoroxytrifluoromethane with enol ethers, enol acetates, and enamines [/, 2, 3] are very useful, especially for the preparation of steroidal ct-fluoTo ketones (Table 2, entries 1, 3, 5, 6, and 7) [7] (equation 12)... 

A second use is exemplified by the reaction of fluoroxytrifluoromethane with estrone methyl ether (3) to give 10/3-fluoro-19-norandrosta-l,4-diene-3,17-dione (4).3... 

Reactions of Enol Derivatives and Enamines.—Enolic acetates are transformed into fluoro-ketones by the action of fluoroxytrifluoromethane, a source of electrophilic fluorine (Scheme 10)/ Peroxylauric acid reacted with the enol... 

---