N 89 Novel fluorinated chromones [Text] / V. I. Saloutin, Z. E. Skryabina, I. T. Bazyl, O. N. Chupakhin // Journal of Fluorine Chemistry. - 1993. - Vol. 65, N 1-2. - P37-41 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: The self-condensation of ethyl pentafluorobenzoylacetate leads to the formation of 3-pentafluorophenyl-1H-sopyrono[2,3-b]-6,7,8,9-tetrafluorochrom in 37% yeld. On hydrolysis, this gave 2-pentafluorobenzoylmethyl-5,6,7,8-tetrafluorochromone |
A 10 A new approach to the synthesis of fluorinated chromones [Electronic resource] / V. I. Saloutin, I. T. Bazyl, Z. E. Skryabina, V. M. Krokhalev, O. N. Chupakhin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 1992. - Vol. 41, N 9. - P1714-1715 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: The condensation of two molecules of ethyl pentafluorobenzoylacetate gives 1-oxo-3-penta fluorophenyl-1H-pyrano[4,3-b]6,7,8,9-tetrafluorochrome \\\\Expert2\\nbo\\Russian Chemical Bulletin\\1992, 41 (9), 1714.pdf |
C 91 Crystalline hydrogen-bonded adducts of dimethyl sulphoxide and 7-hydroxypolyfluoroquinolones (chromones [Text] / V. I. Saloutin, I. T. Bazyl, Z. E. Skryabina, G. G. Alexandrov, O. N. Chupakhin // Journal of Fluorine Chemistry. - 1995. - V. 74. - P15-19 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: A stable crystalline hydrogen-bonded adduct of dimethyl sulphoxide (DMSO) and 7-hydroxy-5,6,8-trifluoro-2-carboxychromone has been prepared by the reaction of 2-carboxy-5,6,7,8-tetrafluorochromone with KOH/glycerol in DMSO. It has been found that pentafluorophenol and also 1-cyclohexyl-7-hydroxy-5,6,8-trifluoro-4(1H)-4-oxoquinoline-2-carboxylic acid form the corresponding crystalline hydrogen-bonded adducts with DMSO. The structure of the latter has been established from an X-ray crystallographic study |
H 99 Interaction of pentafluorobenzoylpyrunicacid and its esters with N-nucleophiles. Synthesis of Y-oxoquinoline-2-carboxylic acids [Text] / V. I. Saloutin, Z. E. Skryabina, I. T. Bazyl, P. N. Kondrat'ev, O. N. Chupakhin // Journal of Fluorine Chemistry. - 1994. - Vol. 69, № 1. - P119-126 Рубрики: ХИМИЧЕСКИЕ НАУКИ |
I-69 Interaction of 3-ethoxycarbonyl(carboxy)-substituted 5,6,7,8-tetrafluorochromones with N-nucleophiles synthesis of fluorocoumarins [Text] / V. I. Saloutin, Z. E. Skryabina, I. T. Bazyl, S. P. Kisil' // Journal of Fluorine Chemistry. - 1999. - Vol. 94, N 1. - P83-90 Рубрики: ХИМИЧЕСКИЕ НАУКИ |
T 44 The selective ortho-methoxylation of pentafluorobenzoic acid - a new way to tetrafluorosalicylic acid and its derivatives [Text] / I. T. Bazyl, S. P. Kisil', Ya. V. Burgart, V. I. Saloutin, O. N. Chupakhin // Journal of Fluorine Chemistry. - 1999. - Vol. 94, N 1. - P11-13 Рубрики: ХИМИЧЕСКИЕ НАУКИ |
R 30 Reactions of 4-hydroxy-5,6,7,8-tetrafluorocoumarin derivatives with S-nucleophiles [Text] / I. T. Bazyl, S. P. Kisil', Ya. V. Burgart, V. I. Saloutin // Journal of Fluorine Chemistry. - 2000. - Vol. 103, № 1. - P3-12 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: In the reactions with o-aminothiophenol, 4-hydroxy-(3-(imino)acetyl)-5,6,7,8-tetrafluorocoumarins give products of S-substitution at the C-7 atom. 7-Substituted 5,6,8-trifluorocoumarins form benzothiazole as a result of heterocyclic ring opening; 3-ethoxycarbonyl-2-methyl-5,6,7,8-tetrafluorochromone undergoes acid splitting to 2-(2-hydroxy-3,4,5,6-tetrafluorophenyl)benzothiazole. Under alkaline conditions, S-substituted coumarins decompose to acetophenone. In an acid medium, 4-hydroxy-3-iminoacetyl-5,6,8-trifluoro-7-(2-aminophenylthio)coumarin affords 7-(2-aminophenylthio)-2-methyl-5,6,8-trifluorochromone. 4-Hydroxy-5,6-difluoro-2-H-pyrano[6,5-a]phenothiazin-2-one was isolated from condensation of 7-(2-aminophenylthio)-4-hydroxy-5,6,8-trifluorocoumarin in the presence of NaH.????Reactions of 3-acetyl(iminoacetyl)-4-hydroxy-5,6,7,8-tetrafluorocoumarins and 3-ethoxycarbonyl-2-methyl-5,6,7,8-tetrafluorochromone with 2-mercaptoethanol result in the formation of 5,7,8-trisubstituted derivatives. Interaction of 3-ethoxycarbonyl-2-methyl-5,6,7,8-tetrafluorochromone with 2-mercaptoethanol, mercaptoacetic acid and 1,2-ethanedithiol leads to the formation of the 7-substituted products. Acyl-lactone rearrangement of mono- and trisubstituted chromones gives the corresponding coumarins.???? |
B 33 Bazyl, I. T. Derivatives of 4-hydroxy-5,6,7,8-tetrafluorocoumarin in reactions with o-aminothiophenol [] / I. T. Bazyl, Ya. V. Burgart, S. P. Kisil' // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2000. - Vol. 36, № 6. - С. 904-909 Рубрики: ХИМИЧЕСКИЕ НАУКИ |
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 |
R 30 Reactions of ethyl 5,6,7,8-tetrafluoro-2-methylchromone-3-carboxylate and 3-acetimidoyl-5,6,7,8-tetrafluoro-4-hydroxycoumarin with S-nucleophiles [Electronic resource] / I. T. Bazyl, S. P. Kisil', S. N. Frolov, Ya. V. Burgart, V. I. Saloutin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 1999. - Vol. 48, № 8. - P1537-1541 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: The reactions of ethyl 5,6,7,8-tetrafluoro-2-methylchromone-3-carboxylate with mercaptoacetic acid and 1,2-ethanedithiol afforded C(7)-substitution products. The above-mentioned chromone reacted with 2-mercaptoethanol to yield 7-mono- or 5,7,8-trisubstituted products depending on the reaction conditions. The reaction of 3-acetimidoyl-5,6,7,8-tetrafluoro-4-hydroxycoumarin with 2-mercaptoethanol afforded a 5,7,8-trisubstituted produect. The acyl-lactone rearrangement of mono- and trisubstituted chromones yielded the corresponding coumarins \\\\Expert2\\nbo\\Russian Chemical Bulletin\\1999, 48 (8), 1537.pdf |
R 30 Reactions of 2-ethoxycarbonyl(carboxy)-5,6,7,8-tetrafluorochromones with N-nucleophiles [Electronic resource] / V. I. Saloutin, I. T. Bazyl, Z. E. Skryabina, O. N. Chupakhin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 1994. - Vol. 43, № 5. - P849-853 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): 2-ETHOXYCARBONYL(CARBOXY)-5,6,7,8-TETRAFLUOROCHROMONES -- N-NUCLEOPHILES -- ETHYLENEDIAMINE -- AMINES -- NUCLEOPHILIC REPLACEMENT Аннотация: The direction of reactions of 2-ethoxycarbonyl-5,6,7,8-tetrafluoro- and 2-carboxy-5,6,7,8-tetrafluorochromones with ammonia, methylamine, hexylamine, and aniline depends on the inductive effect of the substituent at position C-2 of the chromone and on the basicity of the amine. Nucleophilic aromatic substitution of a fluorine atom takes place in the interaction of 2-ethoxycarbonyl-5,6,7,8-tetrafluorochromone with secondary amines (morpholine, N-methylpiperazine) and ethylenediamine. \\\\Expert2\\nbo\\Russian Chemical Bulletin\\1994, 43 (5), 849.pdf |
R 30 Reaction of pentafluorobenzoylpyruvic acid with amines [Electronic resource] / V. I. Saloutin, I. T. Bazyl, Z. E. Skryabina, P. N. Kondrat'ev, O. N. Chupakhin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 1994. - Vol. 43, № 2. - P279-282 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): CYCLIZATION -- INTRAMOLECULAR CYCLIZATION -- PRIMARY AMINES -- PENTAFLUOROBENZOYLPYRUVIC ACID Аннотация: Reactions of pentafluorobenzoylpyruvic acid with amines afford the respective enamines. The intramolecular cyclization of the latter results in N-substituted 4-quinolone-2-carboxylic acids. Ammonia and triethylamine favor the cyclization of pentafluorobenzoylpyruvic acid to 2-carboxychromone. \\\\Expert2\\nbo\\Russian Chemical Bulletin\\1994, 43 (2), 279.pdf |
S 98 Synthesis of 2(3)-ethoxycarbonyl-5,6,7,8-tetrafluorochromones [Electronic resource] / V. I. Saloutin, Z. E. Skryabina, I. T. Bazyl, O. N. Chupakhin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 1993. - Vol. 42, № 2. - P322-325 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: The hitherto unknown ethyl pentafluorobenzoylpiruvate was prepared by condensing pentafluoroacetophenone with diethyl oxalate. Intramolecular cyclization of this ester or of its copper(II) chelate, as well as of ethyl 2-(ethoxymethylene)pentafluorobenzoylacetate affords 2- and 3-ethoxycarbonyl-5,6,7,8-tetrafluorochromones. Hydrolysis of the latter followed by decarboxylation gives 5,6,7,8-tetrafluorochromone \\\\Expert2\\nbo\\Russian Chemical Bulletin\\1993, 42 (2), 322-325.pdf |