23833-95-6Relevant academic research and scientific papers
Direct amination of nitroquinoline derivatives via nucleophilic displacement of aromatic hydrogen
Ksi??ek, Maria,Kubí?ek, Vladimír,Kusz, Joachim,Ma?ecki, Jan Grzegorz,Nycz, Jacek E.,Swoboda, Daniel,Wantulok, Jakub
, (2021)
The vicarious nucleophilic substitution of hydrogen (VNS) reaction in electron-deficient nitroquinolines was studied. Properties of all new products have been characterized by several techniques: MS, HRMS, FTIR, GC-MS, electronic absorption spectroscopy, and multinuclear NMR. The structures of 4-chloro-8-nitroquinoline, 8-(tert-butyl)-2-methyl-5-nitroquinoline, 9-(8nitroquinolin-7-yl)-9H-carbazole and (Z)-7-(9H-carbazol-9-yl)-8-(hydroxyimino)quinolin-5(8H)-one were determined by single-crystal X-ray diffraction measurements. The 9-(8-nitroquinolin-7-yl)9H-carbazole and (Z)-7-(9H-carbazol-9-yl)-8-(hydroxyimino)quinolin-5(8H)-one illustrate the nitro/nitroso conversion within VNS reaction. Additionally, 9-(8-isopropyl-2-((8-isopropyl-2-methyl5-nitroquinolin-6-yl)methyl)-5-nitrosoquinolin-6-yl)-9H-carbazole is presented as a double VNS product. It is postulated that the potassium counterion interacts with the oxygen on the nitro group, which could influence nucleophile attack in that way.
Direct C-3-alkenylation of quinolones via palladium-catalyzed C-H functionalization
Li, Mingzong,Li, Liangxi,Ge, Haibo
supporting information; experimental part, p. 2445 - 2449 (2010/12/25)
An unprecedented C-3-alkenylation of quinolones was reported through palladium-catalyzed C-H functionalization with 1% catalyst loading. This method provides an efficient route to a variety of new quinolone derivatives.
Synthesis and biological evaluation of new heterocyclic quinolinones as anti-parasite and anti-HIV drug candidates
Darque, Albert,Dumetre, Aurelien,Hutter, Sebastien,Casano, Gilles,Robin, Maxime,Pannecouque, Christophe,Azas, Nadine
supporting information; experimental part, p. 5962 - 5964 (2010/06/17)
We have synthesized quinolinones with potential antiparasitic and anti-HIV activities by an original two-step method involving microwave irradiation and have evaluated their activities against Plasmodium falciparum, Leishmania donovani, Trichomonas vaginalis, and HIV. None of the tested compounds had been previously described using this method of synthesis. One of the compounds had interesting antiparasitic and anti-HIV activity, which could be improved by substitution with different radicals.
Gas-phase pyrolysis in organic synthesis: Rapid green synthesis of 4-quinolinones
Al-Awadi, Nouria A.,Abdelhamid, Ismail Abdelshafy,Al-Etaibi, Alya M.,Elnagdi, Mohamed Hilmy
, p. 2205 - 2208 (2008/02/10)
Gas-phase pyrolysis of aminomethylene Meldrum's acid derivatives gave quinolinones and/or amines depending on the nature of arylamino moiety. Effect of substituent on reaction rate and nature of pyrolysis products supports the suggested intramolecular nucleophilic substitution reaction via initially formed keteneamine intermediate. Georg Thieme Verlag Stuttgart.
Solid-phase synthesis of 4(1H)-quinolone and pyrimidine derivatives based on a new scaffold - Polymer-bound cyclic malonic acid ester
Huang, Xian,Liu, Zhanxiang
, p. 6731 - 6737 (2007/10/03)
An efficient method for the preparation of polymer-bound cyclic malonic acid ester starting from Merrifield resin has been developed. Reaction of the resin-bound cyclic malonic acid ester with triethyl orthoformate and subsequent double substitution with
Preparation of a resin-bound cyclic malonic ester and a facile solid-phase synthesis of 4(1H)quinolones
Huang, Xian,Liu, Zhanxiang
, p. 7655 - 7657 (2007/10/03)
A resin-bound cyclic malonic ester has been prepared on Merrifield resin. Reaction of the cyclic malonic ester with triethyl orthoformate and subsequent substitution by an arylamine afforded arylaminomethylene cyclic malonic ester preloaded resin. A serie
SYNTHESIS OF 4(1H)-QUINOLONES BY THERMOLYSIS OF ARYLAMINOMETHYLENE MELDRUM'S ACID DERIVATIVES
Cassis, Raul,Tapia, Ricardo,Valderrama, Jaime A.
, p. 125 - 134 (2007/10/02)
A series of 4(1H)-quinolones were obtained from Meldrum's acid and arylamines in two steps.
Structures and constants of the products of nitration of 1-acetyl-1,2,3,4-tetrahydroquinolin-4-one
Bolotina,Lopatin,Bekhli
, p. 508 - 510 (2007/10/02)
1,2, 3,4-Tetrahydroquinolin-4-one and its 1-acetyl derivative were nitrated, and it was established that mixtures of nitroquinolones are formed. 6-Nitro-1,2,3,4-tetrahydroquinolin-4-one, 6,8-dinitro-l,2,3,4-tetrahydroquinolin-4-one, 8-nitroquinolin-4-one,
