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. [10.3987/COM-04-S(P)33]
Combinatorial chemical synthesis of 4-heteroaryl-3-substituted pyrroles from nitroalkenes
G. CremonesiSecondo
;P. Dalla Croce;C. La RosaPenultimo
;E. LicandroUltimo
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.Pubblicazioni consigliate
I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.