Synthesis of nitrogen-containing heterocyclic compounds using perfluoro-2-methylpent-2-ene and perfluoro-5-azanon-4-ene

Abstract

Reactions of perfluoro-2-methylpent-2-ena or perfluoro-5-azanon-4-ene with a range of bidentate nitrogen nucleophiles (urea, acet-, benz-, 4-nitrobenz-amidine hydrochloride, 2-aminopyridine, 2-aminobenzimidazole, guanidine) in the presence of Et 3N or KOH effectively provided partially fluorinated heterocycles of pyrimidine, 2H-pyrido[1,2-a]pyrimidine and [1,3,5]triazine derivatives. The structure of 2-pentafluoroethyl-3-trifluoromethyl-pyrido[1,2-a]pyrimidin-4-one was further confirmed by the X-ray crystallographic analysis.