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Pyrrolocarbazole analogs of aromatic skeleton of indolocarbazole natural products

✍ Scribed by Manolis A. Fousteris; Anna I. Koutsourea; Evaggelia S. Arsenou; Sotiris S. Nikolaropoulos; Ioannis K. Stamos; L. Leondiadis

Publisher: Journal of Heterocyclic Chemistry
Year: 2004
Tongue: English
Weight: 174 KB
Volume: 41
Category: Article
ISSN: 0022-152X
DOI: 10.1002/jhet.5570410307

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✦ Synopsis

Abstract

The synthesis of seven pyrrolo[2,3‐a]carbazoles derivatives using Fischer indole cyclization conditions is described. Polyphosphoric acid trimethylsilyl ester was used as a mild catalyst for the cyclization step of intermediate arylhydrazones which were prepared from ethyl 7‐oxo‐4,5,6,7‐tetrahydroindole‐2‐carboxylate and used as such without further purification. In all cases a mixture of two products was obtained, the dihydro and the corresponding dehydrogenated one. The completion of the dehydrogenation was achieved by treatment of this resultant mixture with dichlorodicyanoquinone.

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