A Different Role of Meldrum's Acid in the Biginelli Reaction

A Different Role of Meldrum's Acid in the Biginelli Reaction

A Biginelli‐type condensation using Meldrum's acid has been accomplished in refluxing AcOH to give 6‐substituted dihydropyrimidine‐2,4‐(1H,3H)‐diones. In contrast to other aldehydes, the three‐component reaction with salicylaldehyde led to an oxygen‐bridged pyridine. A reaction mechanism is pro...

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Veröffentlicht in:Helvetica chimica acta 2011-02, Vol.94 (2), p.199-205
Hauptverfasser: Svĕtlík, Jan, Veizerová, Lucia
Format: Artikel
Sprache:eng
Schlagworte:
Biginelli reaction
Meldrum's acid
Multicomponent reaction
oxygen-bridged
Pyridine
Pyridine, oxygen‐bridged
Salicylaldehyde
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Zusammenfassung:A Biginelli‐type condensation using Meldrum's acid has been accomplished in refluxing AcOH to give 6‐substituted dihydropyrimidine‐2,4‐(1H,3H)‐diones. In contrast to other aldehydes, the three‐component reaction with salicylaldehyde led to an oxygen‐bridged pyridine. A reaction mechanism is proposed.
ISSN:0018-019X
1522-2675
DOI:10.1002/hlca.201000193