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A Different Role of Meldrum 's Acid in the Biginelli Reaction
Author(s) -
Svĕtlík Jan,
Veizerová Lucia
Publication year - 2011
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.201000193
Subject(s) - chemistry , salicylaldehyde , meldrum's acid , biginelli reaction , condensation , pyridine , condensation reaction , organic chemistry , medicinal chemistry , catalysis , stereochemistry , schiff base , physics , thermodynamics
Abstract A Biginelli ‐type condensation using Meldrum 's acid has been accomplished in refluxing AcOH to give 6‐substituted dihydropyrimidine‐2,4‐(1 H ,3 H )‐diones. In contrast to other aldehydes, the three‐component reaction with salicylaldehyde led to an oxygen‐bridged pyridine. A reaction mechanism is proposed.