R 31 Recyclization of 7-fluoroalkyl-4,7-dihydroazolo[5,1-c][1,2,4]triazines into 5-(pyrazolinylhydrazono)azoles in the reactions with hydrazides and thiosemicarbazide [Text] / O. G. Khudina, E. V. Shchegol'kov, Ya. V. Burgart, M. I. Kodess, V. I. Saloutin, O. N. Chupakhin> // Heterocycles. - 2006. - Vol. 68, № 12. - P2515-2525 Рубрики: ХИМИЧЕСКИЕ НАУКИ |
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 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 |
K 96 Kuzueva, O. G. Synthesis of 2-arylhydrazones of aliphatic fluorine-containing 1,2,3-tricarbonyl compounds and their reactions with dinucleophiles [Electronic resource] / O. G. Kuzueva, Ya. V. Burgart, V. I. Saloutin> // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 1998. - Vol. 47, № 4. - P673-678 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: New fluorinated 2-arylhydrazones of 1,2,3-tricarbonyl compounds were obtained by coupling fluorine-containing 3-oxo esters, 1,3-diketones, and their copper chelates with aryldiazonium chlorides. Reactions of these arylhydrazones with hydrazine hydrate, phenylhydrazine, thiosemicarbazide, and hydroxylamine gave the corresponding pyrazole and isoxazole derivatives \\\\Expert2\\nbo\\Russian Chemical Bulletin\\1998, 47 (4), 673.pdf |
F 70 Fluorine-Containing Heterocycles. VIII. Transformations of 2-Polyfluorobenzoylacrylates Having a Thiosemicarbazide Fragment [Electronic resource] / G. N. Lipunova, E. V. Nosova, L. P. Sidorova, V. N. Charushin, O. M. Chasovskikh, A. V. Tkachev> // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2002. - Vol. 38, № 12. - P1790-1796 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Depending on the conditions, 3-(4-R-thiosemicarbazido)-2-polyfluorobenzoylacrylates can be converted into the corresponding potassium salts, [1,3,4]thiadiazino[6,5,4-ij]quinolines, and pyrazole or 1,3,4-thiadiazole derivatives \\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2002, 38 (12), 1790.pdf |
P 80 Polyfluoro-2,3-epoxyalkanes in reactions with thiourea and thiosemicarbazide [Text] / L. V. Saloutina, A. Ya. Zapevalov, M. I. Kodess, V. I. Saloutin, G. G. Aleksandrov, O. N. Chupakhin> // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2000. - Vol. 36, № 6. - P887-899. - Bibliogr. : p. 899 (17 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): POLYFLUORO-2,3-EPOXYALKANES -- THIOUREA -- THIOSEMICARBAZIDE Аннотация: Reactions of polyfluoro-2,3-epoxyalkanes with thiourea and thiosemicarbazide afforded 2-amino-4-hydroxy-4,5-di(polyfluoroalkyl)-5-fluoro-1,3-thiazolines and 2-hydrazino-4-hydroxy-4,5-di(polyfluoroalkyl)-5-fluoro-1,3-thiazolines respectively. Unsymmetrical oxiranes furnish mixtures of regioisomeric heterocyclic compounds, and the epoxy cycle is predominantly cleaved from the side of bulkier fluoroalkyl group. The reactions of E-oxiranes are stereospecific and provide 1,3-thiazolines in the E-form. The structure of compounds obtained was confirmed by IR, 19F, 1H, and 13C NMR spectroscopy, by mass spectra and chemical transformations. E-isomers of 2-amino-4-hydroxy-4,5-bis(trifluoromethyl)-5-fluoro-1,3-thiazoline and 2-amino-5-heptafluoropropyl-4-hydroxy-4-trifluoromethyl-5-fluoro-1,3-thiazoline were subjected to X-ray diffraction analysis. |
S 98 Synthesis of podands modified with thiosemicarbazide and fluoroalkyl(hydroxy)pyrazoline fragments / V. I. Filyakova, P. A. Slepukhin, N. S. Boltacheva, E. B. Letova, V. N. Charushin> // Russian Journal of General Chemistry. - 2017. - Vol. 87, № 5. - P957-962 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): PODANDES -- X-RAY DIFFRACTION ANALYSIS -- ACETIC ACID -- ORGANIC ACIDS Аннотация: 1,8-Bis(diisothiosemicarbazido)-3,6-dioxaoctane have been synthesized by subsequent treatment of 2,2 -(ethylenedioxy)bisethylamine with carbon disulfide, sodium chloroacetate, and hydrazine hydrate. 1,8-Bis- (diisothiosemicarbazido)-3,6-dioxaoctane has reacted with lithium 1,1-difluoropenta-2,4-dionate in glacial acetic acid to yield 1,8-bis[5R*,5 R*(5-hydroxy-5-difluoromethyl-4,5-dihydro-3-methyl-1H-pyrazol-1-yl)-1-carbothioamido]-3,6-dioxaoctane. The molecular and crystal structure of the product has been determined by X-ray diffraction analysis. \\\\Expert2\\NBO\\Russian Journal of General Chemistry\\2017 V 87 P957.pdf |
Transformations of 4,5-bis(trifluoromethyl)imidazolidin-2-one and its N-substituted analogous in reactions with N,N-dinucleophiles / L. V. Saloutina, A. Y. Zapevalov, M. I. Kodess [et al.]> // AIP conference proceedings. - 2022. - Vol. 2390. - Ст. 020069 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): CHEMICAL COMPOUNDS Аннотация: 4,5-Dihydroxy-4,5-bis(trifluoromethyl)imidazolidin-2-one and its N-methyl(phenyl)-substituted analogous were synthesized by the reaction of perfluorobiacetyl with urea and methyl(phenyl)urea. Depending on a solvent nature and character of the substituent at N-atom of the imidazolidine, different trifluoromethyl-containing heterocycles were obtained in reactions of the imidazolidin-2-ones with thiosemicarbazide and guanidine carbonate: imidazothiazol, 1,2,4-triazines, and hydantoins. |