N-Fluoropyridinium trifluoromethanesulfonate

The fluorination of carbonyl compounds is facilitated by the formation of a metal enolate prior to fluorination. The fluorination of metal enolates has been successfully achieved using a wide variety of N-F reagents, e.g. A-fluorosulfonamidcs, chiral /V-fluorocamphorsul-tam." A-fluorooxathiazinone dioxides," iV-fluoroperfluoroalkylsulfonamides." 1-fluoropyridinium trifluoromethanesulfonates, " and l-alkyl-4-fluoro-1,4-dia7-oniabicyclo[2.2.2]octane salts" (see Table 8). 

The more reactive N-F reagents such as substituted 1-fluoropyridinium trifluoromethanesul-fonates, A-fluoroquinuclidinium trifluoromethanesulfonate. 1 -alkyl-4-fluoro-l, 4-diazonia-bicyclo[2.2.21octane bis(tetrafluoroborates), /V-alkyl-AMluorosulfonamides, A -fluorobis(phcn-... 

---