Synthesis of 2-amide-3-carboxylate-4-aryl-4H-chromene derivatives

Article abstract of DOI:10.1007/s11164-012-0500-6

Tetrabutyl ammonium bromide (TBAB) catalyzed one-pot synthesis of 4H-chromene via a three-component cyclocondensation of aryl aldehydes, cyanoacetate and dimedone in green media-water. Then, 4H-chromene reacted with acyl chloride in acetonitrile at refluxing with catalytic amount of DMAP to yield the title compounds in good yields. The structures of all title compounds were confirmed by ¹H NMR, MS and elementary analyses. The X-ray crystallography of compound 3n indicated that there were strong intermolecular hydrogen bonds. Springer Science+Business Media B.V. 2012.