A SIMPLE SYNTHESIS OF N-ACETYL-1,4-DIHYDROPYRANO[3,4-B]INDOL-3-ONE - EVIDENCE FOR A STEPWISE IONIC PATHWAY IN THE GENERATION OF INDOLE-2,3-QUINODIMETHANES

Authors
JAKIWCZYK OM NIELSEN KE DECARVALHO HN DMITRIENKO GI
Citation
Om. Jakiwczyk et al., A SIMPLE SYNTHESIS OF N-ACETYL-1,4-DIHYDROPYRANO[3,4-B]INDOL-3-ONE - EVIDENCE FOR A STEPWISE IONIC PATHWAY IN THE GENERATION OF INDOLE-2,3-QUINODIMETHANES, Tetrahedron letters, 38(37), 1997, pp. 6541-6544
Citations number
20
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
38
Issue
37
Year of publication
1997
Pages
6541 - 6544
Database
ISI
SICI code
0040-4039(1997)38:37<6541:ASSON->2.0.ZU;2-D
Abstract
The fact that N-acetyl-1,4-dihydropyrano[3,4-b]indol-3-one, prepared f rom ethyl 2-methylindole-3-acetate in four steps, is inert towards the rmal decarboxylation and that decarboxylation of other 1,4-dihydropyra no[3,4-b]indol-3-ones is accelerated by polar solvent and by electron- donating groups suggests that the decarboxylation is an ionic process. (C) 1997 Elsevier Science Ltd.