Synthesis of tetrahydropyrimidino[4,3-a]isoquinolines via regiospecific N-alkylation-annulation of 4-aryldihydropyrimidinones

4‐Aryldihydropyrimidinones were obtained in excellent yields via solid‐phase Biginelli reaction of arylaldehydes, β‐ketoester and urea, using bismuth nitrate, immobilized on Al2O3 as catalyst. Subsequently, the products were converted into corresponding tetrahydropyrimidino[4,3‐a]isoquinolines (69–7...

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Bibliographic Details
Published in:Journal of heterocyclic chemistry 2011-11, Vol.48 (6), p.1398-1403
Main Authors: Singh, Jagjeet, Mahajan, Nitu, Sharma, Rattan L., Razdan, Tej K.
Format: Article
Language:English
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Summary:4‐Aryldihydropyrimidinones were obtained in excellent yields via solid‐phase Biginelli reaction of arylaldehydes, β‐ketoester and urea, using bismuth nitrate, immobilized on Al2O3 as catalyst. Subsequently, the products were converted into corresponding tetrahydropyrimidino[4,3‐a]isoquinolines (69–73% yield) by one‐pot regiospecific N‐alkylation‐annulation reaction using sodium hydride and dimethylaminopyridine. J. Heterocyclic Chem., (2011).
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.768