POLYFLUORO N-ARYLOXAZIRIDINES - SYNTHESIS AND THERMAL REARRANGEMENT

Previously unknown perfluoroaryl imines of polyfluoroketones were prep ared in 60%-70% yield by reaction of the imines of hexafluoroacetone, chloropentafluoroacetone and 1,3-dichlorotetrafluoroacetone with penta fluoropyridine or perfluorotoluene. Oxidation of these N-perfluoroaryl imines by m-chloroperoxybenzoic acid (MCPBA) in sulfolane leads to th e formation of the corresponding oxaziridines in 60%-90% yield. At ele vated temperature the N-aryloxaziridines readily rearrange into the re spective N-arylamides of chlorodifluoro- and trifluoro-acetic acid.