Acid-induced dimerization of 3-(1H-indol-3-yl)maleimides. Formation of cyclopentindole derivatives

Authors
Bergman, J Janosik, T Koch, E Pelcman, B
Citation
J. Bergman et al., Acid-induced dimerization of 3-(1H-indol-3-yl)maleimides. Formation of cyclopentindole derivatives, J CHEM S P1, (16), 2000, pp. 2615-2621
Citations number
42
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1
ISSN journal
14704358 → ACNP
Issue
16
Year of publication
2000
Pages
2615 - 2621
Database
ISI
SICI code
1470-4358(2000):16<2615:ADO3FO>2.0.ZU;2-H
Abstract
Acid-induced dimerizations of 3-substituted maleimides have been investigat ed, leading to e.g. the cyclopentindole 9 and the deeply coloured spiro com pounds 24 and 25 in good yields. 3-(1H-Indol-3-yl)maleimide 6b readily gave the cycloaddition products 13-15 on treatment with appropriate dienophiles . In addition, several related 3,3-di-(1H-indol-3-yl)succinimides have been prepared and studied.