Issue 5, 2003
From the journal:

Organic & Biomolecular Chemistry

Synthesis of 6H-pyrrolo[3′,4′:2,3][1,4]diazepino[6,7,1-hi]indole-8,10(7H,9H)-diones using 3-bromo-4-(indol-1-yl)maleimide scaffold

Sergey A. Lakatosh,a   Yuri N. Luzikova  and  Maria N. Preobrazhenskaya*a  

* Corresponding authors

a Gause Institute of New Antibiotics, Russian Academy of Medical Sciences, B. Pirogovskaya 11, Moscow 119021, Russia
E-mail: lcta@space.ru
Fax: 7 095 245 02 95
Tel: 7 095 245 37 53

Abstract

Series of 3-arylalkyl- or 3-alkylamino-4-(indol-1-yl)maleimides and bis(indol-1-yl)maleimides were synthesised. The cyclization of the 3-substituted 4-(indol-1-yl)maleimides under the action of acids resulted in the formation of diazepine[1,4] derivatives with indoline and maleimide nuclei annelated. These compounds readily produced the corresponding indolomaleimidodiazepines[1,4] after dehydrogenation.

Graphical abstract: Synthesis of 6H-pyrrolo[3′,4′:2,3][1,4]diazepino[6,7,1-hi]indole-8,10(7H,9H)-diones using 3-bromo-4-(indol-1-yl)maleimide scaffold

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Article information

DOI
https://doi.org/10.1039/B211163B
Article type
Paper
Submitted
14 Nov 2002
Accepted
09 Jan 2003
First published
07 Feb 2003

Org. Biomol. Chem., 2003,1, 826-833

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Synthesis of 6H-pyrrolo[3′,4′:2,3][1,4]diazepino[6,7,1-hi]indole-8,10(7H,9H)-diones using 3-bromo-4-(indol-1-yl)maleimide scaffold

S. A. Lakatosh, Y. N. Luzikov and M. N. Preobrazhenskaya, Org. Biomol. Chem., 2003, 1, 826 DOI: 10.1039/B211163B

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