28565-95-9Relevant academic research and scientific papers
Reaction of Tertiary 2-Chloroketones with Cyanide Ions: Application to 3-Chloroquinolinediones
Bedná?, Luká?,Kafka, Stanislav,Klásek, Antonín,Ly?ka, Antonín,Rouchal, Michal,Rudolf, Ond?ej
, p. 645 - 652 (2021/07/22)
3-Chloroquinoline-2,4-diones react with cyanide ions in dimethyl formamide to give 3-cyanoquinoline-2,4-diones in small yields due to the strong hindrance of the substituent at the C-3 atom. Good yields can be achieved if the substituent at this position
Oxidative ring opening of 3-hydroxyquinoline-2,4(1H,3H)-diones into N-(α-ketoacyl)anthranilic acids Dedicated to Professor Slovenko Polanc on his 65th birthday
Kafka, Stanislav,Proisl, Karel,Ka?párková, Věra,Urankar, Damijana,Kimmel, Roman,Ko?mrlj, Janez
, p. 10826 - 10835 (2014/01/06)
N-(α-Ketoacyl)anthranilic acids were prepared by oxidative ring opening of 3-hydroxyquinoline-2,4(1H,3H)-diones by using paraperiodic acid (H5IO6) or sodium periodate (NaIO4). The optimisation of the reaction conditions is
Pinacol rearrangement of 3,4-dihydro-3,4-dihydroxyquinolin-2(1H)-ones: An alternative pathway to viridicatin alkaloids and their analogs
Rudolf, Ondrej,Rouchal, Michal,Lycka, Antonin,Klasek, Antonin
, p. 1905 - 1917 (2013/11/06)
3-Alkyl/aryl-3-hydroxyquinoline-2,4-diones were reduced with NaBH 4 to give cis-3-alkyl/aryl-3,4-dihydro-3,4-dihydroxyquinolin-2(1H)- ones. These compounds were subjected to pinacol rearrangement by treatment with concentrated H2SOs
Reaction of 3-hydroxyquinoline-2,4-diones with isocyanates and thermally induced transformation of the reaction products
Mrkvicka, Vladimir,Lycka, Antonin,Vicha, Robert,Klasek, Antonin
experimental part, p. 78 - 91 (2011/03/16)
3-Hydroxyquinoline-2,4-diones 1 react with isocyanates to give novel 1,2,3,4-tetrahydro-2,4-dioxoquinolin-3-yl (alkyl/aryl)carbamates 2 and/or 1,9b-dihydro-9b-hydroxyoxazolo[5,4-c]quinoline-2,4(3aH,5H)-diones 3. Both of these compounds are converted, by boiling in cyclohexylbenzene solution in the presence of Ph3P or 4-(dimethylamino)pyridine, to give 3-(acyloxy)-1,3-dihydro-2H-indol-2-ones 8. All compounds were characterized by IR, and 1H- and 13C-NMR spectroscopy, as well as by EI mass spectrometry. Copyright
Thermal rearrangement of 3-hydroxy-1H,3H-quinoline-2,4-diones to 3-acyloxy-2,3-dihydro-1H-indol-2-ones
Klasek, Antonin,Koristek, Kamil,Kafka, Stanislav,Kosmrlj, Janez
, p. 1811 - 1820 (2007/10/03)
3-Alkyl/aryl-3-hydroxy-1H,3H-quinoline-2,4-diones (2) were transformed into isomeric 3-acyloxy-2,3-dihydro-1H-indol-2-ones (3) by thermally induced molecular rearrangement. All products were characterized by their 1H NMR, 13C NMR, an
Reaction of 3-Hydroxy-1,2,3,4-tetrahydroquinoline-2,4-diones with Ethyl(Triphenylphosphoranylidene)acetate
Kafka, Stanislav,Kovar, Michal,Klasek, Antonin,Kappe, Thomas
, p. 1977 - 1982 (2007/10/03)
The Wittig reaction of 3-hydroxy-1,2,3,4-tetrahydroquinoline-2,4-diones 2 with ethyl (triphenyl-phosphoranylidene)acetate 3 proceeds stereoselectively to give E-4-carbethoxymethylene-1,2,3,4-tetrahydro-2-quinolones 4, which were hydrolyzed to corresponding acids 6. Butenolides 5 were detected and, in some cases, isolated as a minor product of the Wittig reaction.
Syntheses of 3-Hydroxy-tetrahydroquinoline-2,4-diones
Stadlbauer, Wolfgang,Kappe, Thomas
, p. 1196 - 1200 (2007/10/02)
Oxidation of 3-alkyl- and 3-arylsubstituted 4-hydroxy-2-quinolones (1) by irradiation with UV light, reaction with 3-chloro-peroxybenzoic acid or hydrogen peroxide in alkaline solution leads to 3-hydroxy-3-substituted quinoline-2,4-diones (2). - Key words
