Fluorocarbon derivatives of nitrogen. Part VII [1]. Reaction of N-iminopyridinium ylide with perfluoro-1-azacyclohexene, perfluoro-2-azapropene, and perfluoroacetonitrile

Abstract

▪ The novel ylides (II) and (III) have been obtained via treatment of perfluoro-1-azacyclohexene and perfluoro-2-azapropene, respectively, with N -iminopyridinium ylide (I) generated in situ from N -aminopyridinium iodide and anhydrous potassium carbonate in methylene chloride. A mixture of the s -triazolo[1,5- a ]pyridine (IV) and a compound thought to be its dihydro-analogue (V) were isolated following attack on perfluoroacetonitrile by the parent ylide (I); the former product was also prepared by heating 1,2-diamino-pyridinium iodide with trifluoroacetic anhydride.