Studies with enamines: Synthesis and reactivity of 4-nitrophenyl-1- piperidinostyrene. Synthesis of pyridazine, oxadiazole, 1,2,3-triazole and 4-aminopyrazole derivatives

Abstract

4-Nitrophenyl-1-piperidinostyrene (4) reacts with an aromatic diazonium salt to afford the arylhydrazonal 6. The latter condenses with active methylene compounds to yield pyridazine derivatives, and with hydroxylamine hydrochloride to produce oxadiazole and 1,2,3-triazole derivatives. Compound 12 was reacted with chloroacetonitrile to afford 4-aminopyrazoles 15. © 2007 Verlag der Zeitschrift für Naturforschung.