Abstract
Xenon difluoride and caesium fluoroxysulphate reacted in methylene chloride or acetonitrile with various enol acetates, diketones, and ketones, yielding mainly α-fluoro ketones, the course of the reaction depending on the reagent and the structure of the organic molecule. Enol acetates from cycloakanones were converted with caesium fluoroxysulphate to α-fluorocycloalkanones in high yield. Xenon difluoride and caesium fluoroxysulphate converted enol acetates of benzocycloalkanones-1 to α-fluorobenzocycloalkanones, while the reactivity of enol acetates of benzocycloalkanones-2 depended on the reagent used. 1,3-Diphenyl- propane-1,3-dione and its enol acetate were converted with XeF 2 and CsSO 4F to mono and difluoro substituted products, the course of the reaction being dependent on the reagent. Xenon difluoride converted 1-indanone to rearranged 2,2-difluorochromane, while caesium fluoroxysulphate reacted to 1-fluoro-2-indanone with 2-indanone.
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