14802-18-7Relevant academic research and scientific papers
Antioxidant properties of 4-quinolones and structurally related flavones
Greeff, Jane,Joubert, Jacques,Malan, Sarel F.,Van Dyk, Sandra
, p. 809 - 818 (2012)
Neurodegenerative disorders are frequently associated with increased oxidative damage to the brain as a result of free radicals produced by cellular respiration. The onset and progression of neurodegeneration may therefore be curbed by exogenous hydrogen-
A new route to 2-aryl-4-quinolones via thallium(III) p-tolylsulphonate mediated oxidation of 2-aryl-1,2,3,4-tetrahydro-4-quinolones
Singh,Kapil
, p. 277 - 283 (1993)
Oxidation of 2-aryl-1,2,3,4-tetrahydro-4-quinolones (1a-f) to 2-aryl-4-quinolones (2a-f) using thallium(III) p-tolylsulphonate in refluxing dimethoxyethane has been described. A mechanistic scheme for this new transformation has been proposed.
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.
, p. 7717 - 7721 (2015)
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
Reinvestigation of ortho-amidoacetophenones' cyclization mediated by trimethylsilyl trifluoromethanesulfonate. the Lewis-acid-assisted and Br?nsted-acid-catalyzed reaction
Chen, Yi-Ru,Cho, Yu Cheng,Shih, Tzenge-Lien
, p. 2006 - 2011 (2016)
Reinvestigation the synthesis of quinolones from ortho-amidoacetophenones by trimethylsilyl trifluoromethanesulfonate (TMSOTf) mediated reaction is reported. In addition to receiving the expected quinolones, an unexpected intermolecular self-condensation adduct was also isolated. The detailed mechanism of its formation is discussed.
Hypervalent iodine oxidation of 2-aryl-1,2,3,4-tetrahydro-4-quinolones : An easy access to 2-aryl-4-quinolones
Prakash,Kumar,Saini,Singh
, p. 2167 - 2172 (1994)
Oxidation of 2-aryl-1,2,3,4-tetrahydro-4-quinolones (1a-e) using iodobenzene diacetate in methanolic potassium hydroxide leads to dehydrogenation of 1 thereby providing an easy access to 2-aryl-4-quinolones (2a-e).
Synthesis, in vitro and in vivo biological evaluation of novel graveolinine derivatives as potential anti-Alzheimer agents
Luo, Wen,Lv, Jian-Wu,Wang, Ting,Zhang, Zhi-Yang,Guo, Hui-Yan,Song, Zhi-Yi,Wang, Chao-Jie,Ma, Jing,Chen, Yi-ping
, (2020)
A novel series of graveolinine derivatives were synthesized and evaluated as potential anti-Alzheimer agents. Compound 5f exhibited the best inhibitory activity for acetylcholinesterase (AChE) and had surprisingly potent inhibitory activity for butyrylcho
Mapping Dual-Base-Enabled Nickel-Catalyzed Aryl Amidations: Application in the Synthesis of 4-Quinolones
McGuire, Ryan T.,Lundrigan, Travis,MacMillan, Joshua W. M.,Robertson, Katherine N.,Yadav, Arun A.,Stradiotto, Mark
, (2022/02/17)
The C?N cross-coupling of (hetero)aryl (pseudo)halides with NH substrates employing nickel catalysts and organic amine bases represents an emergent strategy for the sustainable synthesis of (hetero)anilines. However, unlike protocols that rely on photoredox/electrochemical/reductant methods within NiI/III cycles, the reaction steps that comprise a putative Ni0/II C?N cross-coupling cycle for a thermally promoted catalyst system using organic amine base have not been elucidated. Here we disclose an efficient new nickel-catalyzed protocol for the C?N cross-coupling of amides and 2′-(pseudo)halide-substituted acetophenones, for the first time where the (pseudo)halide is chloride or sulfonate, which makes use of the commercial bisphosphine ligand PAd2-DalPhos (L4) in combination with an organic amine base/halide scavenger, leading to 4-quinolones. Room-temperature stoichiometric experiments involving isolated Ni0, I, and II species support a Ni0/II pathway, where the combined action of DBU/NaTFA allows for room-temperature amide cross-couplings.
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 biological evaluation of 2-phenyl-4-aminoquinolines as potential antifungal agents
Yang, Rui,Du, Wenhao,Yuan, Huan,Qin, Tianhong,He, Renxiao,Ma, Yanni,Du, Haiying
, p. 1065 - 1075 (2020/11/09)
Abstract: A series of 2-phenyl-4-aminoquinolines were designed, synthesized and evaluated for their antifungal activities against three phytopathogenic fungi in vitro. All of the target compounds were fully elucidated by 1H NMR, 13C
One-Pot Synthesis of 4-Quinolone via Iron-Catalyzed Oxidative Coupling of Alcohol and Methyl Arene
Lee, Seok Beom,Jang, Yoonkyung,Ahn, Jiwon,Chun, Simin,Oh, Dong-Chan,Hong, Suckchang
supporting information, p. 8382 - 8386 (2020/11/18)
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.
