73281-64-8

Usage

InChI:InChI=1/C17H13NO3/c1-18-13-10-6-5-9-12(13)16(20)14(17(18)21)15(19)11-7-3-2-4-8-11/h2-10,21H,1H3

Upstream product

• 70-11-1 α-bromoacetophenone 
• 126936-76-3 5-methyl-3-phenyl-4-oxo-4,5-dihydrofuro<3,2-c>quinoline 
• 126936-70-7 1-methyl-4-(2-oxo-2-phenylethoxy)quinolin-2(1H)-one 
• 1677-46-9 4-hydroxy-1-methyl-2(1H)-quinolone 
• 78859-83-3 4-Benzoyloxy-1-methyl-1,2-dihydro-chinolin-2-on 

Downstream Products

• 72587-96-3 3-benzyl-4-hydroxy-1-methylquinolin-2(1H)-one 
• 586417-82-5 6-methyl-4-phenyl-5,6-dihydro-2H-pyrano[3,2-c]quinoline-2,5-dione 
• 109363-30-6 1-(3-chlorophenyl)-5-methyl-3-phenyl-1H-pyrazolo[4,3-c]quinolin-4(5H)-one 
• 109334-75-0 5-methyl-1,3-diphenyl-1,5-dihydro-4H-pyrazolo[4,3-c]quinolin-4-one 
• 956111-58-3 3-benzoyl-4-methoxy-1-methylquinolin-2(1H)-one 

Relevant academic research and scientific papers

Synthesis, photooxygenation, and characterization of new angular furoquinolinone derivatives, a new furocoumarin bioisoster

Synthesis of angular furoquinolinone derivatives with a new skeleton structure was accomplished via Williamson reaction of hydroxyquinolinones with α-haloketones, such as 3-chloro-2-butanone and phenacyl bromide, followed by treatment with polyphosphoric

Synthesis and reactions of 3-aroyl derivatives of 4-hydroxy-2-quinolones and 4-hydroxycoumarin

3-Aroyl-4-hydroxy-2-quinolones 4 and 11 can be synthesized starting with 1 or 9 via Fries rearrangement of the corresponding esters 3 and 10, catalyzed by potassium cyanide and 18-crown-6. A one pot procedure is presented in which the esters do not need to be isolated. Reduction of the aryl ketones 4 and 11 with zinc dust leads to the benzyl derivatives 5 and 12. Reaction of the aryl ketones 4 and 11 with hydroxylamine and subsequent heating of the crude product leads via thermal Beckmann rearrangement and dehydration to oxazoloquinolones 7 and 14. 2-Aroyloxypyrido[1,2-a]pyrimidin-4-ones 17 and 20 could not be converted to the corresponding ketones by Fries rearrangement.