Biginelli Synthesis of Regioisomeric 5,6-Dihydro-4H-benzo[4,5]imidazo[1,2-a]pyranopyrimidin-4-ones

Autor: I. V. Kanevskaya, O. V. Fedotova, A. S. Bondartsova
Rok vydání: 2020
Předmět:
Zdroj: Russian Journal of Organic Chemistry. 56:1753-1757
ISSN: 1608-3393
1070-4280
DOI: 10.1134/s1070428020100139
Popis: A modified version of the three-component Biginelli reaction of 4-hydroxy-6-methyl-2H-pyran-2-one with aromatic aldehydes and 1H-benzimidazol-2-amine has been studied under thermal and microwave activation. Depending on the substituent in the initial aldehyde, angularly fused 5,6-dihydro-4H-benzo[4,5]imidazo[1,2-a]pyranopyrimidin-4-ones or 2-amino-1H-benzimidazol-3-ium arylbis(4-hydroxy-6-methyl-2-oxo-2H-pyran-3-yl)methanides have been obtained. A plausible mechanism of their formation has been proposed.
Databáze: OpenAIRE
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