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A convenient approach to the canthin‐4‐one ring system: Total synthesis of the alkaloids tuboflavine and norisotuboflavine
Author(s) -
Puzik Andreas,
Bracher Franz
Publication year - 2009
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.126
Subject(s) - chemistry , ring (chemistry) , reagent , dimethylacetamide , anhydrous , organic chemistry , combinatorial chemistry , solvent
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).