A versatile synthesis of 4,5-dihydropyrrolo[1,2-a]quinoxalines

Citation
R. Abonia et al., A versatile synthesis of 4,5-dihydropyrrolo[1,2-a]quinoxalines, J HETERO CH, 38(3), 2001, pp. 671-674
Citations number
14
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
JOURNAL OF HETEROCYCLIC CHEMISTRY
ISSN journal
0022152X → ACNP
Volume
38
Issue
3
Year of publication
2001
Pages
671 - 674
Database
ISI
SICI code
0022-152X(200105/06)38:3<671:AVSO4>2.0.ZU;2-W
Abstract
The reaction of 1-(2-aminophenyl)pyrrole with aromatic or heteroaromatic al dehydes in ethanol and catalytic amounts of acetic acid leads to 4,5-dihydr opyrrolo[1,2-a]quinoxalines in high yields. When aliphatic aldehydes were u sed under the same conditions, a slow oxidation to the corresponding pyrrol o[l,2-a]quinoxalines can occur; the oxidation can be avoided by preparing i n situ the 5-acetyl derivatives of the 4,5-dihydropyrrolo[ 1,2-a]quinoxalin es.