Synthesis of ethyl 1, 2-dihydro-3 H-pyrrolo [1, 2-a] pyrrole-1-carboxylate by an intramolecular carbenoid reaction

…, A Saldana, D Torre, JM Muchowski

Index: Galeazzi, Edvige; Guzman, Angel; Pinedo, Araceli; Saldana, Adolfo; Torre, Diana; Muchowski, Joseph M. Canadian Journal of Chemistry, 1983 , vol. 61, p. 454 - 456

Full Text: HTML

Citation Number: 14

Abstract

Cupric ion (or copper) or boron trifluoride promoted decomposition of ethyl 2-diazo-4-(pyrrol- 1-yl) butanoate 6 produced mixtures of the title compound 7 and cis and trans ethyl 4-(pyrrol- 1-yl) buten-2-oates 9 and 10. The formation of 7 by these processes represents the first reported instances of the intramolecular attack of an α-oxocarbenoid or a Lewis acid complexed α-diazoalkylcarboalkoxy function on the pyrrole nucleus.