An efficient route for annulation of pyrimidines to steroids and non-steroids via a base catalyzed one-pot three component reaction

[Display omitted] •Steroidal A- and D-ring fused pyrimidines were synthesized.•KOtBu catalyzed multi-component reaction provided the products.•Cyclic ketone, aromatic aldehyde and amidine were the starting materials.•Reactions were performed in ethanol under reflux conditions. A facile strategy for...

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Bibliographic Details
Published in:Steroids 2014-10, Vol.88, p.1-6
Main Authors: Saikia, Pallabi, Gogoi, Shyamalee, Gogoi, Sanjib, Boruah, Romesh C.
Format: Article
Language:English
Subjects:
Aldehydes - chemistry
Amidine
Amidines - chemistry
Butanols - chemistry
Catalysis
Ethanol - chemistry
Heterosteroid
Ketones - chemistry
Multicomponent reaction
Potassium tert-butoxide
Pyrimidine
Pyrimidines - chemistry
Steroids - chemistry
Temperature
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Summary:[Display omitted] •Steroidal A- and D-ring fused pyrimidines were synthesized.•KOtBu catalyzed multi-component reaction provided the products.•Cyclic ketone, aromatic aldehyde and amidine were the starting materials.•Reactions were performed in ethanol under reflux conditions. A facile strategy for the synthesis of steroidal A- and D-ring fused pyrimidines has been accomplished in high yields via a one-pot reaction of steroidal ketones, aromatic aldehydes and amidine derivatives in presence of potassium tert-butoxide in refluxing ethanol. The generality of the reaction was also extended to non-steroidal ketones.
ISSN:0039-128X
1878-5867
DOI:10.1016/j.steroids.2014.06.015