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Paper | Regular issue | Vol 43, No. 7, 1996, pp.1447-1457
Published online, 1st January, 1970
DOI: 10.3987/COM-96-7453
Synthesis of 3-Unsubstituted-1-aminopyrroles

Orazio A. Attanasi, Lucia De Crescentini, Raffaello Giorgi, Ada Perrone, and Stefania Santeusanio

*Istituto di Chimica Organica, Facolta di Scienze, Università di Urbino, Piazza della Repubblica 13, I-61029 Urbino, Italy

Abstract

3-Unsubstituted 1-aminopyrroles have been obtained by mild reaction of some α-halohydrazones with β-dicarbonyl compounds in bais medium. The reaction takes place by formation of conjugated azoalkene intermediate and, in turn, of Michael-type adduct, which cyclizes into title compounds by subsequent treatment in methanol under reflux, or in tetrahydrofuran with sulfuric acid at room temperature.