A small library of 4-(2-furyl)- or 4-(2-thienyl)-3-substituted pyrroles has been prepared by reaction of 2-(2-furyl or 2-thienyl)-1-nitro-1-alkenes (1) with secondary enamines (2). The reaction gives pyrrole derivatives by means of a Michael-type addition intermediate. Cyclization is influenced by the nature of the solvent and the substitutent in the enamine β position, and by enamine-nitrogen nucleophilicity.

Combinatorial chemical synthesis of 4-heteroaryl-3-substituted pyrroles from nitroalkenes / C. Baldoli, G. Cremonesi, P. Dalla Croce, C. La Rosa, E. Licandro. - In: HETEROCYCLES. - ISSN 0385-5414. - 64:1(2004), pp. 491-497.

Combinatorial chemical synthesis of 4-heteroaryl-3-substituted pyrroles from nitroalkenes

G. Cremonesi
Secondo
;
P. Dalla Croce;C. La Rosa
Penultimo
;
E. Licandro
Ultimo
2004

Abstract

A small library of 4-(2-furyl)- or 4-(2-thienyl)-3-substituted pyrroles has been prepared by reaction of 2-(2-furyl or 2-thienyl)-1-nitro-1-alkenes (1) with secondary enamines (2). The reaction gives pyrrole derivatives by means of a Michael-type addition intermediate. Cyclization is influenced by the nature of the solvent and the substitutent in the enamine β position, and by enamine-nitrogen nucleophilicity.
Settore CHIM/06 - Chimica Organica
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/2434/143847
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