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Paper | Regular issue | Vol 29, No. 10, 1989, pp.1973-1982
Published online, 1st January, 1970
DOI: 10.3987/COM-89-5096
Some Observations on the Reactivity of β-Aminoenones towards Phenacylamine Hydrochloride

Angel Alberola,* José M. Andrés, Alfonso González, Rafael Pedrosa, and Martina Vicente

*Deparamento de Química Orgánica, Facultad de Ciencias, Universidad de Valladolid, 47005 Valladolid, Spain

Abstract

β-Aminoenones react with phenacylamine hydrochloride to give mixture of 2- and 3-acylpyrroles. The reaction is a two steps process: formation of an isolable β-phenacylaminoenone intermediate, and cyclization of this to the final 2- and/or 3-acylpyrroles, depending on the substituents on the starting compounds.