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1.

Вид документа : Статья из журнала
Шифр издания :
Автор(ы) : Deev S. L., Shestakova T. S., Shenkarev Z. O., Paramonov A. S., Khalymbadzha I. A., Eltsov O. S., Charushin V. N., Chupakhin O. N.
Заглавие : 15N chemical shifts and Jnn-couplings as diagnostic tools for determination of the azide-tetrazole equilibrium in tetrazoloazines
Место публикации : Journal of Organic Chemistry. - 2022. - Vol. 87, № 1. - С. 211–222
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Selectively 15N-labeled tetrazolo[1,5-b][1,2,4]triazines and tetrazolo[1,5-a]pyrimidines bearing one, two, or three 15N labels were synthesized. The synthesized compounds were studied by 1H, 13C, and 15N NMR spectroscopy in DMSO and TFA solutions, where the azide–tetrazole equilibrium can lead to the formation of two tetrazole (T, T′) isomers and one azide (A) isomer for each compound. Incorporation of the 15N-label(s) leads to the appearance of 15N–15N coupling constants (JNN), which can be easily measured via simple 1D 15N NMR spectra, even at natural abundance between labeled and unlabeled 15N atoms. The chemical shifts for the 15N nuclei in the azole moiety are very sensitive to the ring opening and azide formation, thus providing information about the azido–tetrazole equilibrium. At the same time, the 1–2JNN couplings between 15N-labeled atoms in the azole and azine fragments unambiguously determine the fusion type between tetrazole and azine rings in the cyclic isomers T and T′. Thus, combined analysis of 15N chemical shifts and JNN values in selectively isotope-enriched compounds provides an effective diagnostic tool for direct structural determination of tetrazole isomers and azide form in solution. This method was found to be the most simple and efficient way to study the azido–tetrazole equilibrium.
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2.

Вид документа : Статья из журнала
Шифр издания : 54
Автор(ы) : Charushin V. N., Sorokin N. N., Chernyshev A. I., Baklykov V. G., Ponizovskii M. G., Chupakhin O. N.
Заглавие : 1H and 13C NMR spectra of tetrahydroquinoxalines condensed with six-membered heterocycles [Электронный ресурс]
Место публикации : Magnetic Resonance in Chemistry. - 1986. - Vol. 24, № 9. - С. 777-782
Систем. требования: http://onlinelibrary.wiley.com/doi/10.1002/mrc.1260240909
Примечания : Bibliogr. : p. 782 (16 ref.). - 26.10.15
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): 1h nmr--13c nmr--condensed tetrahydroquinoxalines
Аннотация: The 1H and 13C NMR spectra of tetrahydroquinoxalines condensed with pyridazine, pyrazine, oxazine, oxadiazine, thiadiazine or triazine rings have been measured in DMSO-d6 solution. The effects of six-membered heterocycles on 1H and 13C chemical shifts and the values of one-bond 1J(CH) and vicinal 3J(HH) coupling constants for the ring junction fragment are considered. The differences between the 1H and 13C spectral parameters of tetrahydroquinoxalines annelated with five- or six-membered heterocycles with the same set of heteroatoms attached to the ring junction carbons are also discussed.
\\\\expert2\\nbo\\Magnetic Resonance in Chemistry\\1986, v.24, N 9, p.777.pdf
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3.

Вид документа : Статья из журнала
Шифр издания : 54
Автор(ы) : Kotovskaya S. K., Romanova S. A., Charushin V. N., Kodess M. I., Chupakhin O. N.
Заглавие : 5(6)-Fluoro-6(5)-R-benzofuroxans: synthesis and NMR 1H, 13C and 19F studies
Место публикации : Journal of Fluorine Chemistry. - 2004. - Vol. 125, № 3. - С. 421-428: ил.
Примечания : Библиогр.: с. 428 (14 ref.)
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: 5(6)-Fluoro-6(5)-substituted benzofuroxans were obtained by the reactions of 5,6-difluorobenzofuroxan with a number of nucleophiles, such as alkylamines, cycloalkylimines, sodium azide and sodium alkoxides. The features of tautomerism in the series of asymmetrical 5(6)-fluorobenzofuroxans in acetone solutions have been studied by 1H, 13C and 19F NMR.????
\\\\Expert2\\nbo\\Journal of Fluorine Chemistry\\2004, v.125, p.421.pdf
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4.

Вид документа : Статья из журнала
Шифр издания : 54/A 18
Автор(ы) : Levit G. L., Demin A. M., Kodess M. I., Ezhikova M. A., Sadretdinova L. Sh., Ol'shevskaya V. A., Kalinin V. N., Krasnov V. P., Charushin V. N.
Заглавие : Acidic hydrolysis of N-acyl-1-substituted 3-amino-1,2-dicarba-closo-dodecaboranes
Место публикации : Journal of Organometallic Chemistry. - 2005. - Vol. 690, № 11. - С. 2783-2786
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Acidic hydrolysis of N-acyl 1-methyl- and 1-phenyl-3-amino-1,2-dicarba-closo-dodecaboranes has been studied. It has been shown that acidic hydrolysis of diastereomeric amides of 1-methyl-3-amino-1,2-dicarba-closo-dodecaborane results in the partial racemization of the target 3-amino-1-methylcarborane. Under the similar conditions, the hydrolysis of N-acyl-3-amino-1-phenyl-1,2-dicarba-closo-dodecaboranes resulted in amide bond cleavage accompanied by simultaneous deboronation with the removal of boron atom at position 6 of carborane cage and formation of 7,8-dicarba-nido-undecaborane derivative according to 11B and 1H NMR spectroscopy.
\\\\Expert2\\nbo\\Journal of Organometallic Chemistry\\2005, v. 690, p.2783.pdf
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5.

Вид документа : Статья из журнала
Шифр издания : 54/A 53
Автор(ы) : Chupakhin O.N., Rudakov B.V., McDermott P., Alexeev S.G., Charushin V.N., Hegarty F.
Заглавие : An Unusually easy oxidative dequaternization of N-alkyl-1,2,4-triazinium salts [Electronic resource]
Место публикации : Mendeleev Communications. - 1995. - Vol. 5, № 3. - С. 104-105
Систем. требования: http://www.sciencedirect.com/science/article/pii/S0959943695714961
Примечания : 11.10.2011
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Unusually easy dequaternization has been found to occur on treatment of 1-alkyl-3-morpholino-5-phenyl-1,2,4-triazinium iodides with triethylamine in alcohol or acetone solutions at room temperature; a plausible reaction mechanism has been advanced on the basis of NMR and kinetic studies
\\\\expert2\\nbo\\Mendeleev Communications\\1995, v.5, N 3. p.104.pdf
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6.

Вид документа : Статья из журнала
Шифр издания : 54/A 67
Автор(ы) : Charushin V. N., Chernyshev A. I., Sorokin N. N., Chupakhin O. N.
Заглавие : Application of 1H and 13C NMR to the structural elucidation of tetrahydroquinoxalines condensed with five-membered heterocycles
Место публикации : Organic Magnetic Resonance. - 1984. - Vol. 22, № 12. - С. 775-778
Примечания : Bibliogr. : p. 778 (22 ref.)
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): n-methyltetrahydroquinoxalines--pyrrole--imidazole
Аннотация: 1H and 13C NMR spectral data for 21 N-methyltetrahydroquinoxalines annelated with furan, pyrrole, imidazole or thiazole rings are reported. Unambiguous assignments of the ring junction 13C resonances were made on the basis of selective decoupling experiments and with the aid of one-bond and long-range 13C–1H coupling constants. The effects of five-membered heterocycles on the 1H and 13C chemical shifts of the ring junction hydrogen and carbon atoms are considered. Values of one-bond 1J(CH) and vicinal 3J(HH) coupling constants between the ring junction protons are also discussed as a diagnostic means for structural elucidation of tetrahydroquinoxalines condensed with five-membered heterocycles.
\\\\expert2\\nbo\\Organic Magnetic Resonance\\1984. V. 22, N 12. P. 775.pdf
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7.

Вид документа : Статья из журнала
Шифр издания : 54/C 57
Автор(ы) : Chupakhin O. N., Charushin V. N., Chernyshev A. I.
Заглавие : Application of 1H, 13C and 15N NMR in the chemistry of 1,4-diazines [Электронный ресурс]
Место публикации : Progress in Nuclear Magnetic Resonance Spectroscopy. - 1988. - Vol. 20, № 2. - С. 95-206
Систем. требования: http://www.sciencedirect.com/science/article/pii/0079656588800013
Примечания : Bibliogr. : p. 197-206 (202 ref.). - 23.10.15
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): 1,4-diazines --15n nmr --13c--1h
\\\\expert2\\nbo\\Progress in Nuclear Magnetic Resonance Spectroscopy\\1988. V. 20, N 2. P. 95-206.pdf
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8.

Вид документа : Статья из журнала
Шифр издания :
Автор(ы) : Deev S. L., Sheina E., Shestakova T. S., Khalimbadzha I., Charushin V. N., Chupakhin O. N., Batsyts S., Namyslo J. C., Schmidt A., Kiskin M. A., Paramonov A. S., Shenkarev Z. O.
Заглавие : Betaine–N-heterocyclic carbene interconversions of quinazolin-4-one imidazolium mesomeric betaines. sulfur, selenium, and borane adduct formation
Место публикации : European journal of organic chemistry. - 2020. - № 4. - С. 450-465
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): anionic nhcs--betaines--boron compounds--carbenes--cyclic borates--imidazol-2-ylidene
Аннотация: Reaction of N-alkylated imidazoles with 2-chloro-4-quinazolinone gave mesomeric betaines, 2-(1-alkyl-1H-imidazolium-3-yl)quinazolin-4-olates, for which three tautomeric forms of N-heterocyclic carbenes (NHCs) can be formulated, in addition to an anionic NHC after deprotonation. The NHC tautomers were trapped with sulfur, selenium, triethylborane, and triphenylborane as thiones, selenones and borane adducts, respectively. We obtained two isomers of the cyclic borane adducts, diazaboroloquinazolinones with [1,5-a] and [5,1-b]-type fusion between the quinazolinone and the diazaborole rings. They correspond to two different NHC tautomers and to the anionic NHC derived thereof. The third NHC tautomer was trapped as a non-cyclic adduct with tris(pentafluorophenyl)borane by coordination to the quinazoline oxygen atom. 2D 1H-15N HMBC experiments of 15N-labeled quinazolinone fragments, quantitative measurements of long-range 1H-15N coupling constants (JHN), and five X-ray single crystal analyses have been carried out for the structure elucidations and to gain insight into the NMR spectroscopic properties of these compounds.
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9.

Вид документа : Статья из журнала
Шифр издания : 54/C 98
Автор(ы) : Charushin V. N., Ponizovskii M. G., Chupakhin O. N., Sidorov E. O., Sosonkin I. M.
Заглавие : Cyclization of N-alkylazinium cations with bifunctional nucleophiles. 16. σ-adducts of quinoxalinium salts with amines, alcohols, and enolates and their role in cyclizations with β-dicarbonyl compounds [Электронный ресурс]
Место публикации : Chemistry of Heterocyclic Compounds. - 1985. - Vol. 21, № 5. - С. 564-572
Систем. требования: http://link.springer.com/article/10.1007/BF00506075
Примечания : Bibliogr. : p. 571-572 (16 ref.). - 12.10.15
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): acetylacetone--1h nmr spectroscopy--n-methylquinoxalinium cation
Аннотация: In the reaction of N-methylquinoxalinium iodide with acetylacetone at −30 °C, the formation of 3-acetyl-2,4-dimethyl-3a,4,9,9a-tetrahydrofuro[2,3-b]quinoxaline has been recorded by 1H NMR spectroscopy, this being a regioisomer of the 3-acetyl-2,9-dimethyl-3a,4,9,9a-tetrahydro[2,3-b]quinoxaline formed in this reaction at temperatures above −10 °C. σ-Adducts of the N-methylquinoxalinium cation with alcohols, amines, and β-diketones have also been identified, and their role in cyclizations leading to the annelation of a furan ring is discussed.
\\\\expert2\\nbo\\Chemistry of Heterocyclic Compounds\\1985, v.21, N 5, p. 564.pdf
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10.

Вид документа : Статья из журнала
Шифр издания : 54/C 98
Автор(ы) : Chupakhin O. N., Charushin V. N., Klyuev N. A., Rezvukhin A. I., Semion V. A.
Заглавие : Cyclization of N-alkylazinium cations with bisnucleophiles. 3. endo adducts in the reaction of quinoxalium salts with β-diketones and their x-ray diffraction analysis
Место публикации : Chemistry of Heterocyclic Compounds. - 1981. - Vol. 17, № 10. - С. 1046-1052
Примечания : Bibliogr. : p. 1052 (22 ref.)
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): n-alkylquinoxalinlum salts--β-dicarbonyl compounds--cycloadducts
Аннотация: The cyclization of N-alkylquinoxalinium salts with the anions of β-dicarbonyl compounds proceeds regioselectively and stereoselectively and leads to endo-3a, 4,9,9a-tetrahydrofuro[2,3-b]quinoxalines. The structure of the cycloadducts was established on the basis of the 1H and 13C NMR spectra and the results of x-ray diffraction analysis
\\\\expert2\\nbo\\Chemistry of Heterocyclic Compounds\\1981, v.17, N 10, p.1046.pdf
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11.

Вид документа : Статья из журнала
Шифр издания :
Автор(ы) : Dutysheva E. A., Utepova I. A., Trestsova M. A., Anisimov A. S., Charushin V. N., Chupakhin O. N., Margulis B. A., Guzhova I. V., Lazarev V. F.
Заглавие : Dataset of NMR-spectra pyrrolyl- and indolylazines and evidence of their ability to induce heat shock genes expression in human neurons
Место публикации : Data in Brief. - 2021. - № 39. - С. 107562
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): pyrrolylazines--indolylazines--photocatalysis--nuclear magnetic resonance--green chemistry
Аннотация: These data are related to our previous paper “Synthesis and approbation of new neuroprotective chemicals of pyrrolyl-and indolylazine classes in a cell model of Alzheimer’s disease” (Dutysheva et al., 2021), in which we demonstrate neu-roprotective abilities of pyrrolyl- and indolylazines in a cell model of Alzheimer’s disease. Using a novel procedure of photocatalysis we have synthesized a group of new compounds. The current article presents nuclear magnetic resonance spectra including heteronuclear single quantum coherence spectra of chemicals synthesized by us. The effect of new compounds have on heat shock proteins genes expression in reprogrammed human neurons are presented. We also presented data that verify neuronal phenotype of reprogrammed cells.
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12.

Вид документа : Статья из журнала
Шифр издания : 54/E 43
Автор(ы) : Ishmetova R. I., Belyaninova I. A., Ignatenko N. K., Slepukhin P. A., Rusinov G. L., Charushin V. N.
Заглавие : Electrophilic heterocyclization reactions of allylamino- and propargylamino-substituted sym-tetrazines in the presence of HgI2
Место публикации : Chemistry of Heterocyclic Compounds. - 2017. - Vol. 53, № 2. - С. 213-218
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): 1,2,4,5-tetrazines--electrophilic heterocyclization--imidazo[1,2-b][1, 2, 4, 5]tetrazines--mercury(ii) iodide--nucleophilic substitution
Аннотация: A range of 3-azolyl-6-methylimidazo[1,2-b][1,2,4,5]tetrazines was obtained for the first time by electrophilic heterocyclization of 6-allylamino-3-azolyl- and 3-azolyl-6-propargylamino-1,2,4,5-tetrazines in the presence of HgI2. The structures of the starting materials and final products were confirmed by 1Н and 13С NMR spectroscopy, elemental analysis, and X-ray structural analysis.
\\\\Expert2\\NBO\\Chemistry of Heterocyclic Compounds\\2017 v.53 p.213-218.pdf
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13.

Вид документа : Статья из журнала
Шифр издания : 54/F 70
Автор(ы) : Chupakhin O. N., Kotovskaya S. K., Romanova S. A., Charushin V. N.
Заглавие : Fluorine-containing Heterocycles. XI. 5(6)-Fluoro-6(5)-X-benzofuroxans: Synthesis, Tautomerism, and Transformations [Electronic resource]
Место публикации : Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2004. - Vol. 40, № 8. - С. 1167-1174
Систем. требования: http://www.springerlink.com/content/uv013024tj74t50x/fulltext.pdf
Примечания : 28.10.2011 г.
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Features of 5(6)-fluoro-6(5)-X-benzofuroxans tautomerism were investigated. By 1H, 13C, and 19F NMR spectroscopy the direction of Boulton-Katritzky rearrangement in nitration, nitrosation, and azo coupling of fluorine-containing furoxanes was determined
\\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2004, 40 (8), 1167.pdf
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14.

Вид документа : Статья из журнала
Шифр издания : 54/F 70
Автор(ы) : Nosova E. V., Lipunova G. N., Kodess M. I., Vasil'eva E. B., Charushin V. N.
Заглавие : Fluorine-containing pyrido[1,2-a]quinazolin-6-ones [Electronic resource]
Место публикации : Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2004. - Vol. 53, № 10. - С. 2314-2318
Систем. требования: http://www.springerlink.com/content/t371m344jj3kh841/fulltext.pdf
Примечания : 24.10.2011
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Reactions of 2-aminopyridine and 2-amino-5-methylpyridine with 2,3,4,5-tetrafluorobenzoyl chloride afforded N,N’-diaroylpyridinium salts, which were converted into 6H-pyrido[1,2-a]quinazolin-6-ones by refluxing in toluene in the presence of triethylamine. The angular structure of the tricyclic derivatives obtained was confirmed by 19F and 13C NMR spectroscopy and 2D heteronuclear HetCOR and HMBC experiments
\\\\Expert2\\nbo\\Russian Chemical Bulletin\\2004, 53 (10), 2314.pdf
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15.

Вид документа : Статья из журнала
Шифр издания : 54/F 98
Автор(ы) : Charushin V. N., Nosova E. V., Lipunova G. N., Kodess M. I.
Заглавие : Fused fluoroquinolones: synthesis and 1H and 19F NMR studies
Место публикации : Journal of Fluorine Chemistry. - 2001. - Vol. 110, № 1. - С. 25-30
Примечания : Bibliogr. : p. 30 (19 ref.)
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: New derivatives of fused fluoroquinolones bearing five aromatic rings have been obtained. The 19F NMR spectra of these pentacyclic fluoroquinolones demonstrate unusual through space 1H–19F and 19F–19F spin–spin interactions with coupling constants 6J(F, H)=2.0–3.0 Hz, 7J(F, F)=3.5–4.0 Hz and 9J(F, H)=3.0–3.5 Hz. Relative reactivities of fluorine atoms in pentacyclic fluoroquinolones in the amino-defluorination reactions are also different relative to bi- and tricyclic fluoroquinolones
\\\\Expert2\\nbo\\Journal of Fluorine Chemistry\\2001.v.110. p. 25.pdf
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16.

Вид документа : Статья из журнала
Шифр издания : 54/F 98
Автор(ы) : Mamedov V.A., Zhukova N. A., Beschastnova T. N., Balandina A. A., Gubaidullin A. T., Kotovskaya S. K., Latypov Sh. K., Levin Ya.A., Charushin V. N.
Заглавие : Fused polycyclic nitrogen-containing heterocycles. 21. Condensation of 4-hydroxy-3,5-diphenyl-2-phenyliminothiazolidine with 5-fluoro-4-morpholino- and 4-(4-methylpiperazino)-1,2-phenylenediamines [Electronic resource]
Место публикации : Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2009. - Vol. 58, № 1. - С. 203-211
Систем. требования: http://www.springerlink.com/content/f424008625m16314/fulltext.pdf
Примечания : 28.10.2011 г.
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: The condensation of 4-hydroxy-3,5-diphenyl-2-phenyliminothiazolidine with 5-fluoro-4-morpholino- and 5-fluoro-4-(4-methylpiperazino)-1,2-phenylenediamines leads to region-isomeric thiazolo[3,4-a]quinoxalines differing in substituents in positions 7 and 8 of the benzene ring. From the ratio of isomers formed it follows that the mesomeric effect of a fluorine atom in 1,2-phenylenediamines is comparable with the influence of an aminosubstituent
\\\\Expert2\\nbo\\Russian Chemical Bulletin\\2009, 58 (1), 203-211.pdf
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17.

Вид документа : Статья из журнала
Шифр издания :
Автор(ы) : Moseev T. D., Lavrinchenko I. A., Varaksin M. V., Charushin V. N., Chupakhin O. N., Pobedinskaya D. Y., Demidov O. P., Borovlev I. V.
Заглавие : Meso-functionalization of calix[4]arene with 1,3,7-triazapyrene in the design of novel fluorophores with the dual target detection of Al3+ and Fe3+ cations
Место публикации : RSC Advances. - 2021. - Vol. 11, № 11. - С. 6407-6414
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: A meso-functionalization strategy has successfully been applied to the synthesis of novel 1,3,7-triazapyrene derivatives of calixarenes. The key synthetic step in these transformations providing the direct C–C bond formation is nucleophilic substitution of hydrogen (SNH) in 1,3,7-triazapyrene. General photophysical characteristics for these macrocyclic compounds, as well as features in emission properties upon addition of various metal cations have been elaborated. Studies using NMR spectroscopy have also shown a mutual effect of both calix[4]arene and 1,3,7-triazapyrene moieties on the coordination process. The complex stoichiometry and binding constants for Al3+ and Fe3+ guests have been explored with titration experiments.
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18.

Вид документа : Статья из журнала
Шифр издания : 54/N 72
Автор(ы) : Kodess M. I., Ezhikova M. A., Levit G. L., Krasnov V. P., Charushin V. N.
Заглавие : NMR determination of enantiomeric composition of 1-substituted 3-amino-1,2-dicarba-closo-dodecaboranes using Eu(hfc)3
Место публикации : Journal of Organometallic Chemistry. - 2005. - Vol. 690, № 11. - С. 2766-2768
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Experimental conditions for determination of enantiomeric composition of 1-substituted 3-aminocarboranes by 1H and 13C NMR spectroscopy using chiral shift reagent Eu(hfc)3 have been found.
\\\\Expert2\\nbo\\Journal of Organometallic Chemistry\\2005, v. 690, p.2766.pdf
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19.

Вид документа : Статья из журнала
Шифр издания : 54/N 89
Автор(ы) : Aizikovich A. Y., Nikonov M. V., Kodess M. I., Korotaev V.Yu., Charushin V. N., Chupakhin O. N.
Заглавие : Novel 1-trifluoromethyl substituted 1,2-ethylenediamines and their use for the synthesis of fluoroquinolones
Место публикации : Tetrahedron. - 2000. - Vol. 56, N 13. - С. 1923-1927
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: A common approach to the synthesis of 1-trifluoromethyl-1,2-ethylenediamines was deweloped. Based on these original building blocks the new derivatives of N-substituted fluoroquinolones bearing the trifluoromethyl group were obtined
\\\\expert2\\nbo\\Tetrahedron\\2000, v.56, p. 1923-1927, . Aizikovich.pdf
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20.

Вид документа : Статья из журнала
Шифр издания :
Автор(ы) : Boltacheva N. S., Slepukhin P. A., Pervova M. G., Rudina A. Kh., Chemagina I. V., Taibinov N. P., Filyakova V. I., Loboiko B. G., Charushin V. N.
Заглавие : Oximes of fluoroalkyl-containing 1,3-diketones: specific features of synthesis, analysis, and thermal stability
Место публикации : Russian chemical bulletin. - 2022. - Vol. 71, № 7. - С. 1464-1473
Предметные 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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