期刊
TETRAHEDRON LETTERS
卷 52, 期 34, 页码 4412-4416出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2011.06.048
关键词
Multicomponent reaction; 3-Formylchromones; Solvent-free organic synthesis; Wells-Dawson heteropolyacid; Functionalized pyridines
资金
- CONICET
- Agencia Nacional de Promocion Cientifica y Tecnologica (Argentina)
- Universidad Nacional de La Plata
- DAAD (Bonn, Germany)
Wells-Dawson heteropolyacids (H(6)P(2)W(18)O(62)center dot 24H(2)O) were used as catalysts in the Hantzsch-like multi-component condensation reaction with 3-formylchromones as aldehyde component, a beta-ketoester and ammonium acetate, under solvent-free conditions at 80 degrees C. Although the desired products were obtained, functionalized pyridines were the main reaction product and became the alternative route to dihydropyridine ring formation. Based on the proposed mechanisms for the formation of each of the obtained products, the multicomponent reaction was modified to afford only the functionalized pyridines (60-99%). Our procedure represents a clean alternative for the synthesis of several highly functionalized pyridines. (C) 2011 Elsevier I.td. All rights reserved.
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