Efficient Syntheses of New Chromone- and Chromanequinoline Hybrids and their Aza-analogs

Title: Efficient Syntheses of New Chromone- and Chromanequinoline Hybrids and their Aza-analogs

Volume: 8 Issue: 6

Author(s): Abelmalek Bouraiou, Fabienne Berree, Sofiane Bouacida, Bertrand Carboni, Abdelmadjid Debache, Thierry Roynel and Ali Belfaitah

Affiliation:

Keywords: Quinoline, chalcones, flavonoid, quinolinone, bis-heterocycles, chromone, chromanequinoline, hybrids, azanalogues, aminochalcones

Abstract: Some novel chromone- and chromanequinoline hybrids and their aza-analogs were synthesized from 2-chloro- 3-quinolinecarboxaldehydes as starting materials. The cyclization of 2-hydroxychalcones in the presence of AcONa yielded chroman-4-ones, while, in the typical AFO conditions, the 2-corresponding quinolyl-3-hydroxyflavonols were obtained. These approaches were extended to 2-aminochalcones, which delivered the 3-hydroxy-2,3-dihydroquinolin- 4(1H)-one via an epoxy-ketone and 2-quinolyl-2,3-dihydroquinoline-4(1H)-one under microwave irradiation in the presence of silica gel impregnated with indium (III) chloride.

Cite this article as:

Bouraiou Abelmalek, Berree Fabienne, Bouacida Sofiane, Carboni Bertrand, Debache Abdelmadjid, Roynel Thierry and Belfaitah Ali, Efficient Syntheses of New Chromone- and Chromanequinoline Hybrids and their Aza-analogs, Letters in Organic Chemistry 2011; 8 (6) . https://dx.doi.org/10.2174/157017811796064494