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1.
Инвентарный номер: нет.
   
   U 52

   
    Unexpexted isomerization in the series of fluorine-containing 2,3-dihydro-1H-1,4-diazepines with a 2-aminoethyl group at one of the nitrogen atoms [Electronic resource] / V. Ya. Sosnovskikh, I. I. Vorontsov, V. A. Kutsenko, Yu. G. Yatluk // Mendeleev Communications. - 2000. - Vol. 10, N 2. - P56-58 . - ISSN 0959-9436
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ

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2.
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   И 38

   
    Изомеризация N-адамантилпроизводных 6-нитро-1,2,4-триазоло[5,1-c][1, 2, 4]триазин-7-онов [] = Isomerization of N-Adamantyl-6-Nitro-1, 2, 4-Triazolo[5,1-c][1, 2. 4]Triazn-7-Ones / Е. Н. Уломский, С. Л. Деев, В. Л. Русинов, О. Н. Чупахин // Докл. АН СССР. - 2001. - Т. 379, N 2. - 214-218: ил. - Библиогр. : с 218 (8 назв.) . - ISSN 0869-5652
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ

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3.
Инвентарный номер: нет.
   
   S 98

   
    Synthesis of 2,3-bis(perfluoroalkyl)quinoxalines and 2,3-bis(perfluoroalkyl)-1,4-benzoxazines from oxides of internal perfluoroolefins [Electronic resource] / L. V. Saloutina, A. Ya. Zapevalov, V. I. Saloutin, M. I. Kodess, V. E. Kirichenko, M. G. Pervova, O. N. Chupakhin // Journal of Fluorine Chemistry. - 2005. - Vol. 126, № 6. - P976-983
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: The reactions of oxides of internal trans-, cis-perfluoroolefins with o-phenylenediamine and 2-aminophenol in dioxane gave 2,3-bis(perfluoroalkyl)quinoxalines and 2,3-bis(perfluoroalkyl)-2H-1,4-benzoxazin-2-ols respectively in yields of 23–67%. When N,N-dimethylacetamide was used as a solvent an anionic isomerization of the oxides into ketones, which further yielded 2-(perfluoroalkyl)benzimidazoles in the case of o-phenylenediamine and 2-hydroxy-N-perfluoroalkanoylanilines in the case of 2-aminophenol, became the main path of these reactions. Unusual cyclization resulting in 2-pentafluoroethyl-2-pentafluoropropanoylbenzoxazolidine occurs on interaction between dodecafluoro-3,4-epoxyhexane and 2-aminophenol in N,N-dimethylacetamide.

\\\\Expert2\\nbo\\Journal of Fluorine Chemistry\\2005, v.126, p.976.pdf
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4.
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   A 48

   
    Aminomethylation of chlorophyll a derivatives using bis(N,N-dimethylamino) methane [Text] / D. V. Belykh, I. S. Tarabukina, D. A. Gruzdev, M. I. Kodess, A. V. Kutchin // Journal of Porphyrins and Phthalocyanines. - 2009. - Vol. 13, № 7-8. - P949-956
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Bis(N,N-dimethylamino)methane has been shown to be a convenient reagent for the aminomethylation of chlorophyll a derivatives. Methylpheophorbide a (in enol form) and chlorin e6 13-amides were aminomethylated with bis(N,N-dimethylamino)methane. Reactivity of methylpheophorbide a exo-ring and chlorin e6 13-amides vinyl group were shown to be different. Selective methylpheophorbide a exo-ring aminomethylation was realized and isomerization of the exo-ring aminomethylation product with rhodochlorin 15-acrylic derivative formation was studied. The action of bis(N,N- dimethylamino)-methane in the presence of weak acid has been shown to be a simple and effective synthetic procedure to obtain a new chlorin e6 derivative with two N,N-dimethylaminomethyl substituents in the vinyl group. The aminomethylation products' high yields, the simplicity of the procedure, the use of metal-free chlorines and the possible synthesis of new compounds, were found to be the main advantages of using bis(N,N-dimethylamino)methane as an aminomethylation reagent in chlorophyll a derivatives' chemistry

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5.
Инвентарный номер: нет.
   
   S 98

   
    Synthesis of perfluoro- and 2-trifluoromethylpentafluoro-dihydrofurans and their epoxy derivatives [Electronic resource] / V. I. Filyakova, M. I. Kodess, A. Ya. Zapevalov, V. I. Saloutin // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2003. - Vol. 39, № 7. - P1010-1015. - Bibliogr. : p. 1015 (11 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
CESIUM -- EPOXIDE -- FURAN DERIVATIVE -- PERFLUORO COMPOUND
Аннотация: Perfluorotetrahydrofuran-2-carboxylic acid was converted through a series of transformations into perfluoro-2,3-dihydrofuran and perfluoro-2,5- dihydrofuran; likewise, from (2-perfluorotetrahydrofuryl)difluoroacetic acid 2-trifluoromethylpentafluoro-2,3-dihydrofuran was obtained. Perfluoro-2,3- dihydrofuran and 2-trifluoromethylpentafluoro-2,3-dihydrofuran underwent isomerization into perfluoro-2,5-dihydrofuran and 2-trifluoromethylpentafluoro- 2,5-dihydrofuran by the action of cesium fluoride. Treatment of perfluoro-2,5-dihydrofuran with SbF5 resulted in ring opening and formation of cis-perfluoro-2-butenoyl fluoride, while 2- trifluoromethylpentafluoro-2,3-dihydrofuran was converted into 2-trifluoromethylpentafluoro-2,5-dihydrofuran under the same conditions. Perfluoro-3,4-epoxytetrahydrofuran and 2-trifluoromethyl-3,4-epoxypenta- fluorotetrahydrofuran containing fused oxirane and tetrahydrofuran rings were synthesized by reactions of perfluoro-2,5-dihydrofuran and 2- trifluoromethylpentafluoro-2,5-dihydrofuran, respectively, with sodium hypochlorite.

\\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2003, 39 (7), 1010.pdf
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6.
Инвентарный номер: нет.
   
   R 30

   
    Reaction of polyfluoro-3-chloro(bromo)-1-butenes with sodium hypohalites and properties of epoxides derived therefrom [Electronic resource] / A. Ya. Zapevalov, V. I. Filyakova, M. I. Kodess, V. I. Saloutin // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2003. - Vol. 39, № 7. - P919-923. - Bibliogr. : p. 923 (13 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
DERIVATIVE -- CARBON -- CESIUM -- EPOXIDE -- HYPOHALITES -- SODIUM HYPOHALITES
Аннотация: Epoxidation of 3-chloro(bromo)heptafluoro-1-butenes and 3,4-dichlorohexafluoro-1-butene with aqueous solutions of sodium hypohalites is accompanied by cleavage of the carbon skeleton at the double bond and formation of polyfluorocarboxylic acid sodium salts as by-products. 3-Chloro(bromo)-1,2- epoxyheptafluoro- and 3,4-dichloro-1,2-epoxyhexafluorobutanes were synthesized and subjected to isomerization into carbonyl compounds by the action of cesium fluoride or antimony pentafluoride.

\\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2003, 39 (7), 919.pdf
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7.
Инвентарный номер: нет.
   
   R 30

   
    Reactions of epoxides derived from internal perfluoroolefins with o-phenylenediamine and 2-aminophenol [Electronic resource] / L. V. Saloutina, A. Ya. Zapevalov, V. I. Saloutin, M. I. Kodess, V. E. Kirichenko, M. G. Pervova, O. N. Chupakhin // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2006. - Vol. 42, № 4. - P558-566
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: The reactions of epoxy derivatives of internal perfluoroolefins with o-phenylenediamine and 2-aminophenol in dioxane gave 23–67% of the corresponding 2,3-bis(perfluoroalkyl)quinoxalines and 2,3-bis(perfluoroalkyl)-2H-1,4-benzoxazin-2-ols, respectively. When N,N-dimethylacetamide was used as a solvent, the main reaction pathway was anionic isomerization of epoxides into ketones which were then converted into 2-perfluoroalkylbenzimidazoles (in the reactions with o-phenylenediamine) or 2-hydroxy-N-perfluoroalkanoylanilines (in the reactions with 2-aminophenol). The reaction of 3,4-epoxydodecafluorohexane with 2-aminophenol in N,N-dimethylacetamide was accompanied by unusual cyclization to afford 2-pentafluoropropanoyl-2-pentafluoroethyl-1,3-benzoxazolidine

\\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2006, 42 (4), 558.pdf
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8.
Инвентарный номер: нет.
   
   I-85

   
    Isomerization of monohydroperfluoroalkenes [Electronic resource] / T. I. Filyakova, A. Ya. Zapevalov, M. I. Kodess, M. A. Kurykin, L. S. German // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 1994. - Vol. 43, № 9. - P1526-1531
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Isomerization of monohydroperfluoro-1-alkenes HC(CF2)nCF=CF2 (n = 2 to 8) catalyzed by Lewis bases or acids (CsF, KHF2, and SbF5) under conditions of thermodynamic control affords equilibrium mixtures of all of the possible isomers resulting from migration of the double bond along the carbon chain. Under conditions of kinetic control, isomerization through the action of SbF5 gives -H-perfluoro-2-alkenes. The substantially higher proportion ofcis-isomers in the resulting monohydroperfluoroalkenes than in their perfluorinated analogs has been attributed to the effect of an intramolecular hydrogen bond

\\\\Expert2\\nbo\\Russian Chemical Bulletin\\1994, 43 (9), 1526.pdf
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9.
Инвентарный номер: нет.
   
   S 98

   
    Synthesis of acyclic nucleoside analogues based on 1,2,4-triazolo[1,5-a]pyrimidin-7-ones by one-step Vorbrüggen glycosylation [Electronic resource] / I. A. Khalymbadzha [и др.] // Tetrahedron. - 2014. - Vol.70, №6. - С. 1298-1305. - Bibliogr. : p. 1304-1305 (29 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
ACYCLOVIR ANALOGUES -- 1,2,4-TRIAZOLO[1,5-A]PYRIMIDINES -- TMSOTF
Аннотация: New acyclovir analogues were obtained by reaction of 1,2,4-triazolo[1,5-a]pyrimidin-7-ones 4a–i with (2-acetoxyethoxy)methyl acetate 5 in the presence of trimethylsilyl trifluoromethanesulfonate (TMSOTf) as catalyst (Vorbrüggen procedure). Coupling between compounds 4a–f and 5 led to a mixture of N3- and N4-isomers 6 and 7, respectively. On the contrary, the reaction of compounds 4g–i with 5 proceeded selectively with formation of N3-isomers only. It was found that the ratio of 6a–f and 7a–f depends on the presence or the absence of N,O-bis(trimethylsilyl)acetamide (BSA). Glycosylated products 6a–f and 7a–f underwent reversible isomerization under TMSOTf treatment. The ratio of glycosylated products of the coupling reaction between 4 and 5 was thermodynamically controlled. A similar reaction occurred if ZnCl2 was chosen as a catalyst, although lower yields of the acyclic analogues of nucleosides were observed. The glycosylation of other purines (adenine and guanine) can be achieved via the non-BSA modification of the Vorbrüggen proced

\\\\expert2\\nbo\\Tetrahedron\\2014, v. 70 (6), p. 1298.pdf
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10.
Инвентарный номер: нет.
   
   O-97

   
    Oxidation of highly chlorinated benzenes and biphenyls with potassium persulfate in the presence of perfluorinated radicals [Electronic resource] / T. I. Gorbunova, M. G. Pervova, A. A. Panyukova, A. Ya. Zapevalov, V. I. Saloutin // Russian Journal of General Chemistry. - 2013. - Vol. 83, №9. - С. 1678-1686. - Bibliogr. : p. 1686 (25 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
1,2,3,4-TETRACHLOROBENZENE -- 2,4,5-TRICHLOROBIPHENYL -- 2,5,4′-TRICHLOROBIPHENYL
Аннотация: The interaction of 1,2,3,4-tetrachlorobenzene, 2,4,5-trichlorobiphenyl, 2,5,4′-trichlorobiphenyl, a mixture of 1,2,3- and 1,2,4-trichlorobenzene, and industrial mixtures of polychlorinated biphenyls with potassium persulfate in the presence of potassium perfluorobutyrate has been investigated. The oxidation of highly chlorinated benzenes and biphenyls proceeds with lower conversion than that of the low-chlorinated compounds. The oxidation of the highly chlorinated aromatic substrates is not selective; the reaction mixture contains products of several competitive reactions: addition and elimination of radical species, disproportionation, isomerization, etc. The structures of the products have been determined by means of gas chromatography with mass spectrometric detection

\\\\expert2\\nbo\\Russian Journal of General Chemistry\\2013, V. 83, N 9, p. 1678–1686.pdf
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11.
Инвентарный номер: нет.
   
   S 98

   
    Synthesis, photochemical and luminescent properties of (E)-2-(2-hydroxyarylethylene)-3-phenylquinazolin-4(3H)-ones [Electronic resource] / I. G. Ovchinnikova, G. A. Kim, E. G. Matochkina, M. I. Kodess, N. V. Barykin, O. S. Eltsov, E. V. Nosova, G. L. Rusinov, V. N. Charushin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2015. - Vol. 63, № 11. - С. 2467-2477. - Bibliogr. : p. 2477 (22 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
(E)-2-STYRYLQUINAZOLIN-4(3H)-ONES -- LUMINESCENCE -- ORTHO-HYDROXYSTYRYLQUINAZOLINONES
Аннотация: Photoinduced transformations of 2-styrylquinazolinones in solutions were studied using absorption and NMR spectroscopy methods. A possibility of control of the photochemical isomerization rate of quinazolinone 2-(hydroxyaryl)ethenyl derivatives by changing the pH of the medium was demonstrated. The bases and the solvent nature also affect the luminescence intensity of solutions of these compounds in the wavelength range of 550-650 nm. The differences in the steric organization of the ortho-hydroxystyryldiazinone system in crystals and in solutions related to the turn of the aryl group were found. Their influence on the competing processes of luminescence and photochemical transformation of the ethylene fragment were shown. The fact of reversible photo/thermal E-Z-isomerization was established for (E)-2-(2-hydroxystyryl)-3-phenylquinazolin-4(3H)-one.

\\\\expert2\\nbo\\Russian Chemical Bulletin\\2015, 63 (11), 2467-2477.pdf
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12.
Инвентарный номер: нет.
   

   
    Reactions of trifluoromethylated imidazolidin-2-ones with urea / L. V. Saloutina, A. Y. Zapevalov, M. I. Kodess [et al.] // AIP conference proceedings. - 2022. - Vol. 2390. - Ст. 020070
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
ISOMERIZATION -- SPECTROSCOPY -- ELEMENTAL ANALYSIS
Аннотация: 1-Phenyl-4,5-dihydroxy-4,5-bis(trifluoromethyl)imidazolidin-2-one was synthesized by the reaction of perfluorobiacetyl with phenylurea. Reaction of the former with urea was studied in comparison with the similar interaction of N-methyl-substituted and unsubstituted analogues. N-phenylimidazolidine was shown to yield trifluoromethylated imidazooxazol and hydantoin when heated with urea in dimethylacetamide, in contrast to unsubstituted analog which gives trifluoromethylated glycoluril under the same conditions. The similar reaction in dioxane led to isomerization of cis-isomers of the starting imidazolidines to corresponding trans-isomers. Structure of the reaction products was proved by IR, 1H, 13C and 19F spectroscopy, HR mass spectrometry, elemental analysis and XRD analysis.

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13.
Инвентарный номер: нет.
   

   
    Oximes of fluoroalkyl-containing 1,3-diketones: specific features of synthesis, analysis, and thermal stability / N. S. Boltacheva, P. A. Slepukhin, M. G. Pervova [et al.] // Russian chemical bulletin. - 2022. - Vol. 71, № 7. - P1464-1473
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Nitrosation of lithium 1,3-diketonates bearing fluoroalkyl and aryl (or hetaryl) substituents in positions 1 and 3 results in 3-polyfluoroalkyl-1,2,3-propanetrione 2-oximes (from this point on, oximes). Under similar conditions, lithium (Z)-1,1,1-trifluoro-4-oxo-4-(thien-2-yl)-2-buten-2-olate forms a hydration product of the corresponding oxime. Nitrosation of fluoroalkyl-containing lithium 1,3-diketonates is accompanied by retro-decomposition of the initial lithium 1,3-diketonates and the target oximes (or their hydration products) followed by oxidation and hydrolysis of the reaction products. Under the GC-MS conditions, the oximes undergo partial thermal decomposition to 2-aryl(hetaryl)-2-oxoethanenitriles. An analysis of solutions of the oximes in DMSO-d6 by 1H and 19F NMR spectroscopies revealed isomerization and hydration of these compounds. The temperature ranges of stability of the oximes were determined by thermogravimetric analysis and differential thermal analysis. The molecular and crystal structures of 4,4-difluoro-1-(4-methoxyphenyl)-1,2,3-butanetrione 2-oxime and 4,4,4-trifluoro-1-(thien-2-yl)-1,2,3-butanetrione 2-oxime were determined by X-ray diffraction.

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14.
Инвентарный номер: нет.
   

   
    Oximes of fluoroalkyl-containing 1,3-diketones: specific features of synthesis, analysis, and thermal stability / N. S. Boltacheva, P. A. Slepukhin, M. G. Pervova [et al.] // Russian chemical bulletin. - 2022. - Vol. 71, № 4. - P1464-1473
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Nitrosation of lithium 1,3-diketonates bearing fluoroalkyl and aryl (or hetaryl) substituents in positions 1 and 3 results in 3-polyfluoroalkyl-1,2,3-propanetrione 2-oximes (from this point on, oximes). Under similar conditions, lithium (Z)-1,1,1-trifluoro-4-oxo-4-(thien-2-yl)-2-buten-2-olate forms a hydration product of the corresponding oxime. Nitrosation of fluoroalkyl-containing lithium 1,3-diketonates is accompanied by retro-decomposition of the initial lithium 1,3-diketonates and the target oximes (or their hydration products) followed by oxidation and hydrolysis of the reaction products. Under the GC-MS conditions, the oximes undergo partial thermal decomposition to 2-aryl(hetaryl)-2-oxoethanenitriles. An analysis of solutions of the oximes in DMSO-d6 by 1H and 19F NMR spectroscopies revealed isomerization and hydration of these compounds. The temperature ranges of stability of the oximes were determined by thermogravimetric analysis and differential thermal analysis. The molecular and crystal structures of 4,4-difluoro-1-(4-methoxyphenyl)-1,2,3-butanetrione 2-oxime and 4,4,4-trifluoro-1-(thien-2-yl)-1,2,3-butanetrione 2-oxime were determined by X-ray diffraction.

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