On the One Pot Syntheses of Chromeno[4,3-b]pyridine-3-carboxylate and Chromeno[3,4-c]pyridine-3-carboxylate and Dihydropyridines
Abstract
Substituted chromenos, dihydropyridines and pyridines have been important in the syntheses of compounds having interesting pharmacological properties. Therefore, we found of interest to synthesize chromenopyridines and chromenodihydropyridines (i.e., fused chromeno and dihydropyridine or pyridine rings) to further study their biological activity. Here, we propose one-pot syntheses for substituted ethyl-2,4-dimethyl-5-oxo-5H-chromeno[4,3-b]pyridine-3-carboxylates, ethyl-2,4-dimethyl-5-oxo-5H-chromeno[3,4-c]pyridine-3-carboxylates and their respective 1,4-dihydropyridines based on a modified Hantzsch pyridine synthesis using 2-hydroxyaryl aldehydes, with electron withdrawing and electron donating groups on the phenyl ring, as starting reactants. Sixteen compounds were synthesized by the described method and fully characterized. An average yield of 37% was obtained for the different derivatives.
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Título según WOS: | On the One Pot Syntheses of Chromeno[4,3-b]pyridine-3-carboxylate and Chromeno[3,4-c]pyridine-3-carboxylate and Dihydropyridines |
Título de la Revista: | JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY |
Volumen: | 21 |
Número: | 3 |
Editorial: | SOC BRASILEIRA QUIMICA |
Fecha de publicación: | 2010 |
Página de inicio: | 413 |
Página final: | 418 |
Notas: | ISI |