On the one pot syntheses of chromeno[4,3-b]pyridine-3-carboxylate and chromeno[3,4-c]pyridine-3-carboxylate and dihydropyridines

Journal of the Brazilian Chemical Society

Pérez, Karina¹  Navarrete-Encina, Patricio A.¹  Vega-Retter, Christian¹  Salazar, Ricardo¹  Squella, Juan A.¹  Nuñez-Vergara, Luis J.¹  Universidad de Chile, Santiago, Chile¹ 

关键词: chromeno[4;    3-c]pyridine;    chromeno[3;    4-c]dihydropyridine;    chromenopyridine synthesis;    chromenopyridine cyclization;   

DOI  :  10.1590/S0103-50532010000300003

学科分类：化学（综合）

来源: SciELO

【 摘 要 】

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.

【 授权许可】

Unknown