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New polycyclic ring systems derived from canthin-4-one

✍ Scribed by Andreas Puzik; Franz Bracher

Book ID
102343014
Publisher
Journal of Heterocyclic Chemistry
Year
2010
Tongue
English
Weight
100 KB
Volume
47
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

magnified image
Starting from 5,6‐dihydrocanthin‐4‐one, new penta‐ and hexacyclic ring systems (1,7b,14‐triazadi‐benzo[e,k]acephenanthrylenes, 1,7b,10,12‐tetraazabenzo[e]acephenanthrylenes) were built up using ring annelation reactions. The new compounds represent hybrids between the canthinones and several bioactive aromatic alkaloids J. Heterocyclic Chem., (2010).

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ChemInform Abstract: New Polycyclic Ring
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## Abstract Starting from canthin‐4‐one (I) and via the key intermediate (III), a series of penta‐ and hexacyclic ring systems is built up using ring‐anellation reactions.

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## Abstract magnified image Canthin‐4‐one, as well as 5‐ and 6‐alkylcanthin‐4‐ones are readily available through reaction of 1‐acyl‐β‐carbolines with Bredereck's reagent or dimethylacetamide acetals in anhydrous DMF. The intermediate enaminoketones readily undergo cyclization to the canthin‐4‐ones