A 10 A route to fluorocontaining 1,3-thiazolines via internal polyfluorooxiranes [Electronic resource] / L. V. Saloutina, A. Ya. Zapevalov, M. I. Kodess, V. I. Saloutin, O. N. Chupakhin // Mendeleev Communications. - 1999. - N 6. - P231-232 . - ISSN 0959-9436 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: The reaction of internal fluoroolefin oxides with thiourea results in 2-amino-5-fluoro-4-hydroxy-4,5-di(polyfluoroalkyl)-1,3-thiazolines, providing a route to an unknown type of fluorine-containing thiazolines with two fluoroalkyl substituents |
C 52 Chizhov, D. L. Reactions of fluoroalkyl-containing bis-beta-diketones with hydrazine and hydroxylamine [Electronic resource] / D. L. Chizhov, V. G. Ratner, K. I. Pashkevich // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 1999. - Vol. 48, N 4. - P758-760 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Polyfluoroalkyl-containing bis(5-hydroxy-Delta(2)-isoxazolines), and bisisoxazoles were synthezed for the first time by reactions of polyfluoroalkyl-containing bis-beta-diketones with hydrazine, phenylhydrazine, and hydroxylamine, respectively \\\\Expert2\\nbo\\Russian Chemical Bulletin\\1999, 48 (4), 758-760.pdf |
S 83 Stereoisomerism of beta-polyfluoroalkyl-alpha,beta-enones [Electronic resource] : стереоизомерия бета-полифторалкил-альфа,бета-енонов / V. I. Filyakova, R. R. Latypov, M. N. Rudaya, K. I. Pashkevich // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 1991. - Vol. 40, N 7. - P1496-1499 Рубрики: ХИМИЧЕСКИЕ НАУКИ \\\\Expert2\\nbo\\Russian Chemical Bulletin\\1991, 40 (7), 1496.pdf |
S 51 Sevenard, D. V. Interaction of 2-polyfluoroalkyl Cyclalkanones with Hydroxylamine and Hydrazines [Text] : доклад, тезисы доклада / D. V. Sevenard, O. G. Khomutov, K. I. Pashkevich // International Memorial I.Postovsky Conference on Organic Chemisty, Ekaterinburg, March 17-20, 1998 : program and abstracts. - Ekaterinburg, 1998. - P119 Рубрики: ХИМИЧЕСКИЕ НАУКИ |
N 52 New derivatives of dehydroacetic acid: synthesis of 2-polyfluoroalkyl-7-methylpyrano[4,3-b]pyran-4,5-diones [Electronic resource] / V. Ya. Sosnovskikh, B. I. Usachev, A. G. Blinov, M. I. Kodess // Mendeleev Communications. - 2001. - Vol. 11, N 1. - P36-38: il. - Bibliogr. : p. 37-38 (21 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): ПРОИЗВОДНЫЕ (ХИМИЯ) -- ПРОИЗВОДНЫЕ ДЕГИДРОУКСУСНОЙ КИСЛОТЫ -- КИСЛОТА ДЕГИДРОУКСУСНАЯ -- ДЕГИДРОУКСУСНАЯ КИСЛОТА -- СИНТЕЗ ОРГАНИЧЕСКИЙ -- ОРГАНИЧЕСКИЙ СИНТЕЗ -- 2-ПОЛИФТОРАЛКИЛ-7-МЕТИЛПИРАНО[4.3-b]ПИРАН-4.5-ДИОНЫ -- КОНДЕНСАЦИЯ -- ЦИКЛИЗАЦИЯ -- ОРГАНИЧЕСКАЯ ХИМИЯ -- ХИМИЯ ОРГАНИЧЕСКАЯ |
П 22 Пашкевич, К. И. Синтез полифторалкилсодержащих диенонов [] = Synthesis of polyfluoroalkyl-containing dienones / К. И. Пашкевич, О. Г. Хомутов // Изв. АН. Сер. Химическая. - 1996. - N 9. - С. 2285-2287 . - ISSN 0002-3353 Рубрики: ХИМИЧЕСКИЕ НАУКИ |
Х 76 Хомутов, О. Г. Взаимодействие полифторалкилсодержащих азиридинилкетонов с галогеноводородами [] = Interaction of polyfluoroalkyl-comtaining aziridinyl ketones with hydrogen halides / О. Г. Хомутов, К. И. Пашкевич // Изв. АН. Сер. Химическая. - 1996. - N 3. - С. 684-686 . - ISSN 0002-3353 Рубрики: ХИМИЧЕСКИЕ НАУКИ |
Y 12 Yachevskii, D. S. Synthesis of regioisomeric polyfluoroalkylpyrazolo[1,5-a]pyrimidines [Electronic resource] / D. S. Yachevskii, D. L. Chizhov, V. N. Charushin // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2006. - Vol. 42, № 1. - P142-144. - Библиогр. : с. 144 (3 назв.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: The article discusses a study that illustrates the synthesis of regioisometric polyfluoroalkylpyrazolo[1,5-a]pyramidines in 2 schemes. Polyfluoroalkyl-containing 1,3,5-triketones are convenient and promising reagents for building up various heterocyclic systems. Reactions of triketones as well as their dehydration products are examined. \\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2006, 42 (1), 142.pdf |
S 98 Synthesis of 2,6-bis-polyfluoroalkyl-4H-pyran-4-ones [Text] / D. S. Yachevskii, D. L. Chizhov, K. I. Pashkevich, V. N. Charushin // ARKIVOC. - 2004. - № 11. - P71-76. - Библиогр. : с. 75 (9 назв.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: A convenient synthesis is described of 2,6-bis-polyfluoroalkyl-4H-pyran-4-ones having ??symmetrical and asymmetrical structures, by dehydration of bis-polyfluoroalkyl- containing ??1,3,5-triketones. |
K 66 Kodess, M. I. Reactions of 3-(polyfluoroacyl)chromones with hydroxylamine : synthesis of novel R - containing isoxazole and chromone derivatives [Electronic resource] / M. I. Kodess, V. Ya. Sosnovskikh, V. S. Moshkin // Tetrahedron. - 2008. - Vol. 64, № 34. - P7877-7889 : рис. - Библиогр. : с. 7888-7889 (32 назв.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Reaction of 3-(polyfluoroacyl)chromones with hydroxylamine free base proceeds via nucleophilic 1,4-addition followed by opening of the pyrone ring and subsequent cyclization to 4-(polyfluoroalkyl)-4H-chromeno[3,4-d]isoxazol-4-ols in good yields. On treatment with trifluoroacetic acid, the isoxazole ring of this annulated heterocyclic system opens to give 3-cyano-2-(polyfluoroalkyl)chromones, which were successfully hydrolyzed with concentrated H2SO4 to afford 3-carbamoyl-2-(polyfluoroalkyl)chromones. On the other hand, oximation of 3-(polyfluoroacyl)chromones with hydroxylamine hydrochloride occurs either at the carbonyl carbon atom connected to the RF group or at the C-2 atom to give 3-RFC(NOH)-chromones and 5-RF-4-salicyloylisoxazole oximes, respectively. The former were easily converted to 3-RF-4-salicyloylisoxazoles by simple heating in dimethyl sulfoxide.?? \\\\Expert2\\nbo\\Tetrahedron\\2008, v. 64, N34, p. 7877.pdf |
S 53 Shchegol'kov, E. V. The transformations of fluoroalkyl-containing 2-arylhydrazono-1,3-dicarbonyl compounds with methylamine [Electronic resource] / E. V. Shchegol'kov, Ya. V. Burgart, V. I. Saloutin // Journal of Fluorine Chemistry. - 2007. - Vol. 128, № 7. - P779-788 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Fluoroalkylated 1,2,3-triketone 2-arylhydrazones and 2-arylhydrazono-3-oxo esters react variously with methylamine depending on the structure of the fluorinated substituent. 2-Arylhydrazono-1,3-dicarbonyl compounds having "short" fluoroalkyl substituents condense with methylamine at the carbonyl group attached to the non-fluorinated substituent whereas ones containing a lengthy polyfluoroalkyl substituent undergo haloformic cleavage as a result of the amine addition at the carbonyl group bearing such a substituent. The resulting 2-arylazo-3-(N-methyl)amino-1-polyfluoroket-2-en-1-ones and 1-(N-methyl)amino-2-arylhydrazono-3-fluoroalkyl-3-oxopropanamides have complexing properties, and they can bind to nickel(II) and copper(II) ions. Nickel chelates can be obtained by a three-component condensation of 2-arylhydrazono-1,3-dicarbonyl compounds and methylamine in the presence of nickel(II) cations. \\\\Expert2\\nbo\\Journal of Fluorine Chemistry\\2007, v.128. p.779.pdf |
N 52 New reactions of fluorinated 2,4-dioxoesters with aromatic aldehydes [Electronic resource] / M. V. Pryadeina, O. G. Khudina, Ya. V. Burgart, V. I. Saloutin, O. N. Chupakhin // Mendeleev Communications. - 2006. - Vol. 16, № 3. - P188-189 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: 4-Polyfluoroalkyl 2,4-dioxobutanoates react with aromatic aldehydes to give 4-aryl-2,6-dihydroxy-2,6-di (fluoroalkyl)-3,5-diethoxalyltetrahydropyrans 3a,b, whereas the reaction of 4-pentafluorobenzoyl 2,4-dioxobutanoate with benzaldehyde gives 5,6,7,8-tetrafluoro-1-phenyl-1H-furo[3,4-b]chromene-3,9-dione 4. \\\\Expert2\\nbo\\Mendeleev Communications\\2006, v.16, p.188.pdf |
A 20 Addition of polyfluoroalkyl iodides to allyl glycidyl ether [Electronic resource] / D. N. Bazhin, T. I. Gorbunova, A. Ya. Zapevalov, V. I. Saloutin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2007. - Vol. 56, № 8. - P1534-1536. - Библиогр. : с. 1536 (24 назв.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Addition of polyfluoroalkyl iodides to the double bond of allyl glycidyl ether occurred under mild conditions (20-25 °C, MeCN/H2O, Na2S2O4, NaHCO3) with retention of the oxirane ring. \\\\Expert2\\nbo\\Russian Chemical Bulletin\\2007, 56 (8), 1534-1536.pdf |
S 98 Syntheses of novel 4-polyfluoroalkyl-substituted 5,6-oligomethylene pyrimidines [Text] / D. V. Sevenard, O. G. Khomutov, O. V. Koryakova, V. V. Sattarova, M. I. Kodess, J. Stelten, I. Loop, E. Lork, K. I. Pashkevich, G. -V. Roeschenthaler // Synthesis. - 2000. - № 12. - P1738-1748 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: 2-Acylcycloalkanones having polyfluoroalkyl groups react with guanidine, urea, thiourea, methylisothiourea, benzamidine, guanylthiourea, dicyanodiamide, and trifluoroacetylurea by Lewis-acid catalysis to form the corresponding 5,6-oligomethylene pyrimidines. A decrease in the yields along with increase of polyflyoroalkyl substituent length in the molecule of the starting 1,3-diketone was observed in the case of reagents with lower nucleophilicity (urea, thiourea, dicyanodiamide). The pyrimidines obtained from aromatic aldehydes showed E-configuration with respect to the arylidene double bond. Tautomeric structures as a function of the substituent in 2 position in the pyrimidine ring both in liquid and solid state were investigated by X-ray diffraction, IR and NMR spectroscopy. \\\\expert2\\nbo\\Synthesis\\2000, № 12. p.1738.pdf |
N 89 Novel polyfluoroalkylated pyrazoles from 2-polyfluoroacylcycloalkanones and hydrazines: Syntheses and unequivocal molecular structure assignment [Text] / D. V. Sevenard, O. G. Khomutov, M. I. Kodess, K. I. Pashkevich, I. Loop, E. Lork, G. -V. Roeschenthaler // Canadian Journal of Chemistry. - 2001. - Vol. 79, № 2. - P183-194 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): HYDRAZINES -- MOLECULAR STRUCTURE -- ISOMERIC PYRAZOLES; Аннотация: The reaction between 2-trifluoroacetylcycloalkanones and methylhydrazine or phenylhydrazine exclusively yields 3-CF3-pyrazoles. When the chain length of the polyfluorinated substituent in RFC(O) group increases, 5-RF-pyrazoles are isolated. The reaction of 2-trifluoroacetylcyclohexanone with 2-hydrazinopyradine gives 5-hydroxypyrazoline, an intermediate in the formation of 5-CF3-pyrazoles. The regiochemistry of the condensation is probably controlled by the nucleophilicity of the terminal nitrogen in the mono substituted hydrazines and by the steric requirements of the RF group in the 1,3-diketones. Polymethylene chain containing pyrazoles obtained from the 1,3-diketones in question and hydrazine prefer the 3-RF tautomeric form, irrespective of carbocyclic ring size and polyfluoroalkyl group chain length. |
S 98 Synthesis of polyfluoroalkyl-containing 1,3,5-triketones [Text] / M. V. Nikonov, D. L. Chizhov, V. G. Ratner, K. I. Pashkevich // Journal of Fluorine Chemistry. - 2000. - Vol. 106, № 2. - P115-116 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Synthesis of polyfluoro 1,3,5-triketones by modification of Claisen condensation is described.???? |
P 80 Polyfluoroalkylated 1,3-thiazolines: synthesis from polyfluoro-2,3-epoxyalkanes [Text] / L. V. Saloutina, A. Ya. Zapevalov, M. I. Kodess, V. I. Saloutin, G. G. Aleksandrov, O. N. Chupakhin // Journal of Fluorine Chemistry. - 2000. - Vol. 104, № 2. - P155-165 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: The interaction of polyfluoro-2,3-epoxyalkanes with thiourea and thiosemicarbazide results in 2-amino-5-fluoro-4-hydroxy-4,5-di(polyfluoroalkyl)-1,3-thiazolines and 5-fluoro-2-hydrazino-4-hydroxy-4,5-di(polyfluoroalkyl)-1,3-thiazolines, respectively. Asymmetric oxiranes yield mixtures of regioisomers, and the ring opening has been found to occur mainly near the bulkier fluoroalkyl group. The reaction with thiourea proceeds stereospecifically in dimethyl sulfoxide. The molecular structure of E-isomers of 2-amino-5-fluoro-4-hydroxy-4,5-bis(trifluoromethyl)-1,3-thiazoline and 2-amino-5-fluoro-5-heptafluoropropyl-4-hydroxy-4-trifluoromethyl-1,3-thiazoline has been established by X-ray crystallography.???? |
S 98 Synthesis and Tautomeric Equilibrium of Polyfluoroacyl-Containing 1,5-Benzodiazepines [Text] / D. S. Yachevskii, D. L. Chizhov, M. I. Kodess, K. I. Pashkevich // Monatshefte fur Chemie . - 2004. - Vol. 135, № 1. - P23-30 : ил. - Библиогр.: с. 30 (8 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): NMR -- TAUTOMERISM -- SYNTHESIS Аннотация: The reaction of bis(polyfluoroalkyl)-containing 1,3,5-triketones with o-phenylenediamine yielded 2-polyfluoroacylmethylene-4-polyfluoroalkyl-1,3- or 1,5-dihydro-1,5-benzodiazepines. The tautomeric equilibrium of the obtained benzodiazepines in CDCl3, CD3CN, DMSO, and DMF solution was studied.?? |
S 73 Sosnovskikh, V. Ya. One-pot three-component reaction of 3-(polyfluoroacyl)chromones with active methylene compounds and ammonium acetate: regioselective synthesis of novel RF-containing nicotinic acid derivatives [Text] / V. Ya. Sosnovskikh, R. A. Irgashev, M. I. Kodess // Tetrahedron. - 2008. - Vol. 64, № 13. - P2997-3004 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): THREE-COMPONENT REACTIONS -- AMMONIUM ACETATE Аннотация: Reactions of 3-(polyfluoroacyl)chromones with acetoacetamide and ethyl acetoacetate in the presence of ammonium acetate proceed at the C-2 atom of the chromone system with pyrone ring-opening and subsequent cyclization to 5-salicyloyl-2-methyl-6-(trifluoromethyl)nicotinamides, ethyl 5-salicyloyl-2-methyl-6-(trifluoromethyl)nicotinates, and ethyl 5-hydroxy-2-methyl-5-(polyfluoroalkyl)-5H-chromeno[4,3-b]pyridine-3-carboxylates. Similar reaction with ?-aminocrotononitrile gave 5-hydroxy-2-methyl-5-(polyfluoroalkyl)-5H-chromeno[4,3-b]pyridine-3-carbonitriles???? \\\\Expert2\\nbo\\Tetrahedron\\2008, v. 64, N13, p. 2997.pdf |
S 98 Synthesis and structure of 2-ethoxy- and 2-aminomethylidene-3-fluoroalkyl-3-oxopropionates [Electronic resource] / M. V. Pryadeina, Ya. V. Burgart, V. I. Saloutin, P. A. Slepukhin, O. N. Chupakhin // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2007. - Vol. 43, № 7. - P945-955 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Condensation of ethyl 3-polyfluoroalkyl-3-oxopropionates with excess triethyl orthoformate gave ethyl 3-polyfluoroalkyl-2-ethoxymethylidene-3-oxopropionates which reacted with primary aliphatic, aromatic, and heterocyclic amines to form ethyl 2-alkyl(aryl, hetaryl)aminomethylidene-3-polyfluoroalkyl-3-oxopropionates. According to the X-ray diffraction and IR data, the latter exist in the crystalline state as the corresponding E isomers, while in solution (NMR data), as mixtures of Z and E isomers. Condensation of ethyl 2-ethoxymethylidene-3-oxopropionates with secondary heterocyclic amines (morpholine and pyrrolidine) led to the formation of 2-morpholino(pyrrolidin-1-yl)methylidene-3-fluoroalkyl-3-oxopropionates which were shown to exist as Z isomers both in the crystalline state and in solution \\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2007, 43 (7), 945-955.pdf |