H 62 Heterocyclization of Fluorinated Di- and Tricarbonyl Compounds [Text] : доклад, тезисы доклада / Ya. V. Burgart, O. G. Kuzueva, A. S. Fokin, V. I. Saloutin // International Memorial I.Postovsky Conference on Organic Chemisty, Ekaterinburg, March 17-20, 1998 : program and abstracts. - Ekaterinburg, 1998. - P51 Рубрики: ХИМИЧЕСКИЕ НАУКИ |
U 52 Unexpected formation of pyridazine-5,6-dione derivatives in the reactions of 3-arylhydrazono-2,4-dioxo-4-pentafluorophenylbutanoates with hydrazines [Electronic resource] / A. S. Fokin, Ya. V. Burgart, V. I. Saloutin, O. N. Chupakhin // Mendeleev Communications. - 2005. - Vol. 15, № 6. - P252-253 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): PYRIDAZINES Аннотация: The reactions of 3-arylhydrazono-2,4-dioxo-4-pentafluorophenylbutanoates with hydrazine hydrate and phenylhydrazine resulted in the formation of 4-arylazo-3-pentafluorophenyl-1,2-dihydro-5H,6H-pyridazine-5,6-diones or 6-aryl-2-phenyl-7,8,9,10-tetrafluoro-2,3,4,6-tetrahydropyridazino[4,3-c]cinnoline-3,4-dione. \\\\Expert2\\nbo\\Mendeleev Communications\\2005, v.15, p.252.pdf |
S 98 Synthesis of fluorine-containing 2-(1-aryl-4-oxo-1,4-dihydrocinnolin-3-yl)-2-oxoacetic acids [Electronic resource] / A. S. Fokin, Ya. V. Burgart, V. I. Saloutin, O. N. Chupakhin // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2005. - Vol. 41, № 9. - P1374-1376. - Библиогр. : с. 1376 (9 назв.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Acid hydrolysis of ethyl 2-(1-aryl-5,6,7,8-tetrafluoro-4-oxo-1,4-dihydrocinnolin-3-yl)-2-oxoacetates gives 2-(1-aryl-5,6,7,8-tetrafluoro-4-oxo-1,4-dihydrocinnolin-3-yl)-2,2-dihydroxyacetic acids which undergo dehydration on heating in toluene to afford 2-(1-aryl-5,6,7,8-tetrafluoro-4-oxo-1,4-dihydrocinnolin-3-yl)-2-oxoacetic acids. Reactions of the latter with excess morpholine result in replacement of two fluorine atoms in positions 5 and 7 by the amine residues. \\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2005, 41 (9), 1374-1376.pdf |
S 98 Synthesis of 2-(1-alkyl(aryl)-4-oxo-5,6,7,8-tetrafluoro-1,4-dihydroquinolin-3-yl)glyoxylic acid derivatives [Text] / A. S. Fokin, Ya. V. Burgart, V. I. Saloutin, O. N. Chupakhin // Journal of Fluorine Chemistry. - 2001. - Vol. 108, № 2. - P187-194 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Methods for synthesis of previously unknown 2-(1-alkyl(aryl)-4-oxo-5,6,7,8-tetrafluoro-1,4-dihydroquinolin-3-yl)glyoxylic acids and their esters from the copper chelate of ethyl pentafluorobenzoylpyruvate were developed. 1-Aryl(alkyl)-3-ethoxalyl-5,6,7,8-tetrafluoro-quinolin-4-ones react with o-phenylenediamine and o-aminophenol to give the corresponding quinolin-3-ylquinoxalones and quinolin-3-ylbenzoxazines. The same heterocycles act with o-aminothiophenol to yield ethyl-2-(7-(2-aminophenylthio)-1-aryl-5,6,8-trifluoro-quinolon-3-yl)-2-(2-mercaptophenylimino)glioxylates. Interaction of 1-aryl-3-ethoxalyl-(heteryl)-5,6,7,8-tetrafluoroquinolones with morpholine gives 7-mono- and 5,7-disubstituted products depending on the reaction conditions???? |
S 98 Synthesis of fluorinated 2(3)-arylhydrazones of 1,2,3-tri(1,2,3,4-tetra)carbonyl compounds and their heterocyclization reactions [] / Ya. V. Burgart, A. S. Fokin, O. G. Kuzueva, O. N. Chupakhin, V. I. Saloutin // Journal of Fluorine Chemistry. - 1998. - Vol. 92, № 2. - С. 101-108 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: New fluorinated 2-arylhydrazones of 1,2,3-triketones, 2-arylhydrazone-1,2,3-diketo esters and 3-arylhydrazone-1,2,3,4-triketo esters have been prepared by the coupling of fluorine-containing 1,3-keto esters, 1,3-diketones, acyl(aroyl)pyruvic esters and their chelates with aryldiazonium chlorides. The arylhydrazones react with hydrazine hydrate, phenylhydrazine, thiosemicarbazide and hydroxylamine to form the corresponding pyrazole and isoxazole derivatives. Interaction of 3-arylhydrazone-1,2,3,4-diketo esters with o-phenylenediamine results in quinoxaline products. Intramolecular cyclization of the arylhydrazones with pentafluorophenyl substituents leads to cinnolone derivatives |
F 71 Fokin, A. S. Fluorine-containing 3-arylhydrazono-2,4-dioxobutanoates in reactions with difunctional nucleophiles [Electronic resource] / A. S. Fokin, Ya. V. Burgart, V. I. Saloutin // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2006. - Vol. 42, № 6. - P887-896 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: 3-Arylhydrazono-4-polyfluoroalkyl-2,4-dioxobutanoates reacted with hydrazines to give ethyl 4-aryldiazeno-3-polyfluoroalkyl-1H-pyrazole-5-carboxylates, while analogous reactions of ethyl 3-arylhydrazono-4-pentafluorophenyl-2,4-dioxobutanoates resulted in the formation of 4-aryldiazeno-3-pentafluorophenyl-1,2-dihydropyridazine-5,6-diones or 6-aryl-7,8,9,10-tetrafluoro-2-phenyl-2,4a,6,10b-tetradropyridazo[4,3-c]cinnoline-3,4-diones, depending on the conditions. Cyclocondensation of ethyl 3-arylhydrazono-4-polyfluoroalkyl(or pentafluorophenyl)-2,4-dioxobutanoates with ethylenediamine led to 3-[1-arylhydrazono-2-oxo-2-polyfluoroalkyl(or pentafluorophenyl)ethyl]-5,6-dihydropyrazin-2(1H)-ones, and 3-[1-arylhydrazono-2-oxo-2-polyfluoroalkyl(pentafluorophenyl)ethyl]benzoxazin-2-ones were formed in the condensation with o-aminophenol. Pentafluorophenyl-substituted heterocycles were found to undergo intramolecular ring closure to give 3-hetaryl-substituted 1-aryl-5,6,7,8-tetrafluoro-1,4-dihydrocinnolin-4-ones. The reactions of ethyl 3-arylhydrazono-4-pentafluorophenyl-2,4-dioxobutanoates with o-aminobenzenethiol gave 3-[7-(2-aminophenylsulfanyl)-1-aryl-5,6,8-trifluoro-4-oxo-1,4-dihydrocinnolin-3-yl]benzothiazin-2-ones; 8a-hydroxy-11,12,13,14-tetrafluoro-10-(4-methoxyphenyl)-2,3,4,5,6,7,8a,10-octahydropyrazino[1?,2?:4,5][1,4]diazepino[6,7-c]cinnolin-8-one was isolated in the condensation of ethyl 3-(4-methoxyphenylhydrazono)-4-pentafluorophenyl-2,4-dioxobutanoate with N-(2-aminoethyl)ethane-1,2-diamine ?? \\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2006, 42 (6), 887.pdf |
3-Methylidene-2,4-dioxo-4-pentafluorophenylbutanoates in the Synthesis of Heterocycles [Electronic resource] / A. S. Fokin, Ya. V. Burgart, V. I. Saloutin, O. N. Chupakhin // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2005. - Vol. 41, № 9. - P1354-1358 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: 3-Ethoxy- and 3-arylaminomethylidene-2,4-dioxo-4-pentafluorophenylbutanoates undergo cyclization by the action of hydrazine hydrate and phenylhydrazine to give ethyl 4-pentafluorobenzoylpyrazole-5-carboxylates. The reaction of 3-ethoxymethylidene-2,4-dioxo-4-pentafluorophenylbutanoate with o-phenylene-diamine leads to formation of 3-[2-(2-aminophenylamino)-1-pentafluorobenzoylethenyl]-1,2-dihydroquinoxa-lin-2-one. 3-Arylaminomethylidene-2,4-dioxo-4-pentafluorophenylbutanoates react with o-phenylenediamine to afford 3-(1-aryl-5,6,7,8-tetrafluoro-4-oxo-1,4-dihydroquinolin-3-yl)-1,2-dihydroquinoxalin-2-ones and/or 3-(2-arylamino-1-pentafluorobenzoylethenyl)-1,2-dihydroquinoxalin-2-ones \\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2005, 41 (9), 1374-1376.pdf |
R 30 Reaction of fluoroalkyl-containing 1,3-dicarbonyl compounds with benzylideneacetone [Electronic resource] / Ya. V. Burgart, A. S. Fokin, I. T. Bazyl, V. I. Saloutin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 1997. - Vol. 46, № 5. - P952-954 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: The reaction of fluoroalkyl-containing 1,3-dicarbonyl compounds with benzylideneacetone with the use of pyridine or triethylamine as a catalyst gave new 3-fluoroalkyl-4-ethoxycarbonyl(acyl)-5-phenylcyclohexan-3-ol-I-ones in yields of 16–33% \\\\Expert2\\nbo\\Russian Chemical Bulletin\\1997, 46 (5), 952.pdf |
S 98 Synthesis of N-substituted 2-(5,6,7,8-tetrafluoro-4-oxo-1,4-dihydroquinolin-3-yl)glyoxylic acids [Electronic resource] / G. A. Obanin, A. S. Fokin, Ya. V. Burgart, O. V. Ryzhkov, Z. E. Skryabina, V. I. Saloutin, O. N. Chupakhin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2000. - Vol. 49, № 7. - P1231-1236 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): ETHYL PENTAFLUOROBENZOYLPYRUVATE -- SYNTHESIS Аннотация: Methods for the synthesis of the earlier unknownN-substituted 2-(5,6,7,8-tetrafluoro-4-oxo-1,4-dihydroquinolin-3-yl)glycoxylic acids their esters from copper chelate of ethyl pentafluorobenzoylpyruvate were developed. The structure of intermediate ethyl 4-(R-amino)-2-oxo-3-pentafluorobenzoylbut-3-enoates is discussed \\\\Expert2\\nbo\\Russian Chemical Bulletin\\2000, 49 (7), 1231.pdf |
R 30 Reactions of 1-aryl(alkyl)-3-ethoxalyl-5,6,7,8-tetrafluoro-1,4-dihydrocinnolin(quinolin)-4-ones with aromatic dinucleophiles [Electronic resource] / A. S. Fokin, Ya. V. Burgart, O. V. Ryzhkov, V. I. Saloutin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2001. - Vol. 50, № 4. - P689-692 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: The title compounds react with o-phenylenediamine and o-aminophenol at the ethoxalyl fragment to form heteryl-substituted quinoxalones and benzooxazinones, respectively. o-Aminobenzenethiol acts as both an S-nucleophile replacing the F atom and an N-nucleophile replacing the carbonyl group in the ethoxalyl fragment. Under more drastic conditions, cyclization proceeds to form benzothiazinones \\\\Expert2\\nbo\\Russian Chemical Bulletin\\2001, 50 (4), 689.pdf |
F 71 Fokin, A. S. Reactions of 3-substituted 1-aryl-5,6,7,8-tetrafluoroquinolones(cinnolones) with morpholine [Electronic resource] / A. S. Fokin, Ya. V. Burgart, V. I. Saloutin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2001. - Vol. 50, № 12. - P2416-2419 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: -Aryl-3-ethoxalyl(heteryl)-5,6,7,8-tetrafluoroquinoxalinones(cinnolinones) react with morpholine to give 7-morpholino- and 5,7-dimorpholino derivatives, depending on the reaction conditions?? \\\\Expert2\\nbo\\Russian Chemical Bulletin\\2001, 50 (12), 2416.pdf |