Reaction of aromatic or heterocyclic amines and perfluoro-2-methylpent-2-ene to give fused pyridines, ketenimines, or enamines

Abstract

Perfluoro-2-methylpent-2-ene (1) reacts with aromatic amines to give high yields of 4-arylaminoquino-lines; aminopyridines react similarly to give the corresponding derivatives of either naphthyridine or pyridopyrimidine, whereas aromatic primary amines with substituents in the ortho-positions, or t-butylamine, give ketenimines, dialkylamines give enamines, and ammonia gives a dicyano-enamine.