56858-10-7

Upstream product

• 1885-29-6 anthranilic acid nitrile 
• 141075-44-7 3-methyl-2-phenylhydroquinolin-4-one 
• 74-88-4 methyl iodide 
• 1220997-84-1 2-(2-azidophenyl)-4-phenylbut-3-yn-2-ol 
• 16714-26-4 1-(2-azido-phenyl)-ethanone 
• 1196-28-7 2'-Aminopropiophenon 
• 69270-11-7 α-(4-quinazolinyl)propiophenone 
• 106657-35-6 1-methyl-4-(α-methylphenacyl)quinazolinium iodide 

Relevant academic research and scientific papers

One-Pot Synthesis of 4-Quinolone via Iron-Catalyzed Oxidative Coupling of Alcohol and Methyl Arene

Herein, we describe the iron(III)-catalyzed oxidative coupling of alcohol/methyl arene with 2-amino phenyl ketone to synthesize 4-quinolone. Alcohols and methyl arenes are oxidized to the aldehyde in the presence of an iron catalyst and di-tert-butyl peroxide, followed by a tandem process, condensation with amine/Mannich-type cyclization/oxidation, to complete the 4-quinolone ring. This method tolerates various kinds of functional groups and provides a direct approach to the synthesis of 4-quinolones from less functionalized substrates.

Gold-catalyzed cyclization of 1-(2′-Azidoaryl) propynols: Synthesis of polysubstituted 4-quinolones

An unprecedented gold-catalyzed procedure for the synthesis of polysubstituted 4-quinolones from 1-(2′-Azidoaryl) propynols is described. The reaction undergoes an intramolecular nucleophilic attack of the azide group to the Au-Activated triple bonds in a 6-endo-dig manner and subsequent gold-Assisted expulsion of N2 to furnish an α-imino gold carbene intermediate, which triggers a 1,2-carbon migration and finally is converted to 2,3-disubstituted 4-quinolone.

EXTRUSION REACTIONS-VIII. A FACILE SYNTHESIS OF 4-ALKYL QUINAZOLINES AND 1-METHYL-2-ARYL-4-QUINOLONES

With aq. sodium hydroxide, ο-acetophenones 4b (R'=H, R=Ar) or ο-(4-quinazolinyl)acetophenones 4a (R'=Me, Et; R=Ar) provide 4-alkylquinazolines 6 but 1-methyl-4-phenacyl or phenacylidene-3H-quinazolinium derivatives 10a or 10b give N-methyl-4-quinolone derivatives 11.