A convenient synthesis of indole-substituted 2-pyrrolidones and their cyclized derivatives

Citation
M. Boisbrun et al., A convenient synthesis of indole-substituted 2-pyrrolidones and their cyclized derivatives, EUR J ORG C, (17), 2000, pp. 3051-3057
Citations number
19
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
1434193X → ACNP
Issue
17
Year of publication
2000
Pages
3051 - 3057
Database
ISI
SICI code
1434-193X(200009):17<3051:ACSOI2>2.0.ZU;2-V
Abstract
Condensation between indole, Meldrum's acid, and benzyloxycarbonylacetaldeh yde or aminoacetaldehyde derivatives yielded trimolecular adducts 7a-c. The latter were cyclized to indole-substituted 2-pyrrolidones 15a-b or 3-amino pyrrolid-2-ones 18a-b, depending on the starting material. Derivative 18a w as transformed into pyrrolo[3',4' :5,6]pyrido[3,4-b]indol-3(2H)-ones 19a an d 20a by a Pictet-Spengler condensation with benzaldehyde.