246181-55-5Relevant academic research and scientific papers
An Efficient Synthesis of (1-Methyl)-2-phenyl-4-quinolones from (N-Methyl)isatoic Anhydride
In Lee, Jae
, p. 556 - 558 (2021/02/09)
The acyl substitution of (N-methyl)isatoic anhydride with N,O-dimethylhydroxylamine hydrochloride in CH3CN gave N-methoxy-N-methyl 2-(N-methyl)aminobenzamide, which was treated with ethynyllithium reagents to afford 1-[2-(N-methyl)amino]-3-phen
Synthesis and cyclisation studies of (E)-2-aryl-1-methyl-3-styrylquinolin-4(1H)-ones
Rocha, Djenisa H.A.,Pinto, Diana C.G.A.,Silva, Artur M.S.
supporting information, p. 7717 - 7721 (2015/09/07)
The synthesis of (E)-2-aryl-1-methyl-3-styrylquinolin-4(1H)-ones, through the Heck reaction of 2-aryl-3-iodo-1-methyl-quinolin-4(1H)-ones with styrene is described. 2-Aryl-3-iodo-1-methyl-2-quinolin-4(1H)-ones can be obtained efficiently in a two-step tra
Preparation method of 1-alkyl-2-phenyl-4-quinolones
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Paragraph 0052-0053, (2016/10/17)
Provided is a novel method for synthesizing 1-alkyl-2-phenyl-4-quinolones from 2-halobenzoates. The synthesizing method in the present invention has advantages capable of synthesizing 1-alkyl-2-phenyl-4-quinolones in high yield through a simplified stage in a simple reaction condition by means of 2-halobenzoates as an inexpensive starting material.COPYRIGHT KIPO 2015
A general copper powder-catalyzed ullmann-type reaction of 3-halo-4(1 H)-quinolones with various nitrogen-containing nucleophiles
Audisio, Davide,Messaoudi, Samir,Peyrat, Jean-Francois,Brion, Jean-Daniel,Alami, Mouad
, p. 4995 - 5005 (2011/08/03)
3-(N-Substituted) 4(1H)-quinolinones were synthesized using the copper-catalyzed Ullmann C-N bond forming strategy in moderate to quantitative yields. Starting from 3-halo-4(1H)-quinolones, various nucleophiles including amides, lactams, sulfonamides and NH-containing azoles have been used successfully. In all cases, the reactions take place rapidly in toluene and proceed by using copper powder as a catalyst, DMEDA as a ligand and K 2CO3 as a base. In addition, other related heterocycles such as 3-bromoquinolin-2(1H)-ones, 3-bromocoumarin, and 3,5-dibromo-2-pyridone show good to very high reactivity with various nucleophiles under our Cu/DMEDA catalyst system.
ZnCl2-catalyzed intramolecular cyclization reaction of 2-aminochalcones using polymer-supported selenium reagent: Synthesis of 2-phenyl-4-quinolones and 2-phenyl-2,3-dihydroquinolin-4(1 H)-one
Tang,Chen, Bangzheng,Zhang, Lianpeng,Li, Wen,Lin, Jun
experimental part, p. 707 - 711 (2011/04/26)
A new and efficient method for the synthesis of 2-phenyl-4-quinolones and 2-phenyl-2,3-dihydroquinolin-4(1H)-ones is described. The reaction involves ZnCl2-mediated polystyrene-supported selenium-induced intramolecular cyclization of 2-amino-chalcones and subsequent traceless or functionalizing cleavage of selenium linker. Georg Thieme Verlag Stuttgart - New York.
Evolution from a natural flavones nucleus to obtain 2-(4-propoxyphenyl) quinoline derivatives as potent inhibitors of the S. aureus NorA efflux pump
Sabatini, Stefano,Gosetto, Francesca,Manfroni, Giuseppe,Tabarrini, Oriana,Kaatz, Glenn W.,Patel, Diixa,Cecchetti, Violetta
experimental part, p. 5722 - 5736 (2011/10/09)
Overexpression of efflux pumps is an important mechanism by which bacteria evade the effects of substrate antimicrobial agents. Inhibition of such pumps is a promising strategy to circumvent this resistance mechanism. NorA is a Staphylococcus aureus efflux pump that confers reduced susceptibility to many structurally unrelated agents, including fluoroquinolones, resulting in a multidrug resistant phenotype. In this work, a series of 2-phenyl-4(1H)- quinolone and 2-phenyl-4-hydroxyquinoline derivatives, obtained by modifying the flavone nucleus of known efflux pump inhibitors (EPIs), were synthesized in an effort to identify more potent S. aureus NorA EPIs. The 2-phenyl-4- hydroxyquinoline derivatives 28f and 29f display potent EPI activity against SA-1199B, a strain that overexpresses norA, in an ethidium bromide efflux inhibition assay. The same compounds, in combination with ciprofloxacin, were able to completely restore its antibacterial activity against both S. aureus SA-K2378 and SA-1199B, norA-overexpressing strains.
Tautomeric 2-arylquinolin-4(1H)-one derivatives- spectroscopic, X-ray and quantum chemical structural studies
Mphahlele, Malose J.,El-Nahas, Ahmed M.
, p. 129 - 136 (2007/10/03)
A convenient method for the synthesis of 2-aryl-1-methylquinolin-4(1H) -ones is described. Spectroscopic and X-ray crystallographic techniques as well as quantum chemical calculations have been used to probe the structure of potentially tautomeric 2-arylq
Synthesis of 2-arylquinoline and 2-aryl-4-quinolone alkaloids via Diels- Alder reaction of 1,2,3-benzotriazine with enamines
Koyama, Junko,Toyokuni, Izumi,Tagahara, Kiyoshi
, p. 1038 - 1039 (2007/10/03)
Synthesis of the 2-arylquinoline alkaloids, 2-phenylquinoline and dubamine, and the 2-arylquinolone alkaloids, 1-methyl-2-phenyl-4-quinolone, graveoline, reevesianine-A, and eduline, was accomplished by the Diels-Alder reaction of 1,2,3-benzotriazine with enamines as a key step.
