Generic placeholder image

Letters in Organic Chemistry

Editor-in-Chief

ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

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

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

Volume 8, Issue 6, 2011

Page: [374 - 379] Pages: 6

DOI: 10.2174/157017811796064494

Price: $65

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.

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


Rights & Permissions Print Cite
© 2024 Bentham Science Publishers | Privacy Policy