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A convenient approach to the canthin-4-one ring system: Total synthesis of the alkaloids tuboflavine and norisotuboflavine

✍ Scribed by Andreas Puzik; Franz Bracher

Publisher
Journal of Heterocyclic Chemistry
Year
2009
Tongue
English
Weight
78 KB
Volume
46
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

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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. The alkaloids tuboflavine and norisotuboflavine were prepared following this methodology. J. Heterocyclic Chem., (2009).

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