Synthesis of New Quinolinones from 3-Nitropyranoquinolinones. (April 2016)

• Record Type: Journal Article
• Authors: Morsy, Jehan M.; Hassanin, Hany M.; Ismail, Mostafa M.; Abd-Alrazk, Marwa M.A.
• Is Part Of: Journal of chemical research. Volume 40:Number 4(2016)
• Page Start: 239
• Page End: 246
• Publication Date: 2016-04
• Subjects: β-ketoacids -- α-ketoacids -- pyranoquinolinone -- nucleophilic reagents -- cyclic condensation; Chemistry -- Research -- Periodicals; Chemistry -- Periodicals; 540.5
• DOI: 10.3184/174751916X14579598972166
• Languages: English
• ISSNs: 1747-5198

Abstract

Alkaline hydrolysis of 3-nitropyranoquinolinones (6-alkyl-4-hydroxy-3-nitro-2 H -pyrano[3, 2- c ]quinoline-2, 5(6 H )-diones) for different reaction times gave five products which were formed by the progressive degradation of the nitropyrano ring. Varying amounts of 3-nitroacetylquinolinones, quinolinones with side-chains of β- and α-ketoacids, quinolinone-3-carboxylic acids and 4-hydroxyquinolinones were isolated. With the aim of preparing new biologically active quinolone derivatives, the products of reaction of the 3-nitropyranoquinolinones with side-chains of β- and α-ketoacids with some nitrogen and carbon nucleophiles were also studied, some giving rise to annulated products.