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1.

Вид документа : Статья из журнала
Шифр издания : 54/У 76
Автор(ы) : Навроцкий М. Б., Горбунов Е. Б., Бабушкин А. С., Ручко Е. А., Русинов Г. Л., Чарушин В. Н., Новаков И. А.
Заглавие : Усовершенствованный синтез билдинг-блоков для получения краун-эфиров c пиридиновыми или пиперидиновыми фрагментами = Convenient synthesis of building-blocks for pyridine/piperidine-decorated crown ethers
Место публикации : Макрогетероциклы. - 2014. - Т. 7. - С. 18-22
Примечания : Библиогр.: с. 22 (19 назв)
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Дескрипторы: 2-VYNYLPYRIDINE --EPOXIDATION--PIPERIDINE
Аннотация: A convenient way to 1-(pyridin-2-yl)ethan-1,2-diol, 2-(oxiran-2-yl)pyridine and two diastereomeric forms of 1-(piperi-din-2-yl)ethan-1,2-diol, valuable building-blocks for the synthesis of functionalized crown ethers, has been developed. It is based on the Wagner oxidation or NBS-mediated epoxydation of 2-vinylpyridine, and the Schwenk-Papa reduction of 1-(pyridin-2-yl)ethan-1,2-diol, accompanied by fractional crystallization of a diastereo-meric mixture of the target produc
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2.

Вид документа :
Шифр издания : 54/U 62
Автор(ы) : Ovchinnikova I. G., Valova M. S., Matochkina E. G., Kodess M. I., Tumashov A. A., Slepukhin P. A., Fedorova O. V., Rusinov G. L., Charushin V. N.
Заглавие : Unusual heterocyclization of chalcone podands with 3-amino-1,2,4-triazole
Место публикации : Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2011. - Vol.60, №5. - С. 965-974
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): template synthesis--chalcone podand--crown ethers
Аннотация: A new type of intramolecular cyclization of 1,5-bis[2-(E-3-oxo-3-phenylprop-1-enyl)-phenoxy]-3-oxapentane with 3-aminotriazole promoted by potassium ions was discovered. A cascade mechanism for the formation of crownophane with 4,7-dihydro[1,2,4]triazolo[1,5-a]-pyrimidine fragment was suggested. Effects of oligooxyethylene fragment of the chalcone podand and acid-base catalysis on the selectivity of the cyclocondensation processes and degree of oxidation of triazolopyrimidine fragments were studied. The product structures were confirmed by IR, 1H and 13C NMR spectroscopy and X-ray diffraction study
\\\\Expert2\\nbo\\Russian Chemical Bulletin\\2011, 60 (5), 965-974.pdf
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3.

Вид документа : Статья из журнала
Шифр издания :
Автор(ы) : Korotina A. V., Tolshchina S. G., Ishmetova R. I., Rusinov G. L., Chupakhin O. N., Charushin V. N., Evstigneeva N. P., Gerasimova N. A., Zil’berberg N. V., Kungurov N. V.
Заглавие : Synthesis of novel [1,2,4]triazolo[1,5-b][1,2,4,5]tetrazines and investigation of their fungistatic activity
Место публикации : Beilstein Journal of Organic Chemistry. - 2022. - Vol. 18. - С. 243-250
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: A series of novel [1,2,4]triazolo[1,5-b][1,2,4,5]tetrazines has been synthesized through oxidation reaction of the corresponding 3,6-disubstituted 1,2,4,5-tetrazines bearing amidine fragments. It is shown that the heterocyclic systems obtained can be modified easily at C(3) position in the reactions with aliphatic alcohols and amines. Also, the reactivity of [1,2,4]triazolo[1,5-b][1,2,4,5]tetrazines towards CH-active compounds has been studied. The obtained triazolo[1,5-b]annulated 1,2,4,5-tetrazines proved to be active in micromolar concentrations in vitro against filamentous anthropophilic and zooanthropophilic dermatophyte fungi (Trichophyton, Microsporum and Epidermofiton), which cause skin and its appendages (hair, nails) diseases.
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4.

Вид документа : Статья из журнала
Шифр издания : 54/S 98
Автор(ы) : Irgashev R. A., Karmatsky A. A., Rusinov G. L., Charushin V. N.
Заглавие : Synthesis of 4-(thien-2-yl)-substituted coumarins through Lewis acid catalyzed Michael addition of thiophenes to 3-benzoylcoumarins followed by oxidation [Электронный ресурс]
Место публикации : Tetrahedron Letters. - 2014. - Vol.55, №26. - С. 3603-3606
Систем. требования: http://www.sciencedirect.com/science/article/pii/S0040403914007497
Примечания : 08.08.2014
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): thiophenes--3-benzoylcoumarins--lewis acid
Аннотация: 3-Benzoyl-4-(thien-2-yl)coumarins have been obtained in good yields according to the SNH addition–oxidation protocol, involving the diastereoselective addition of thiophenes at C-4 of 3-benzoylcoumarins under BBr3 catalysis, followed by oxidation of the intermediate 3,4-trans-3-benzoyl-4-(thien-2-yl)-3,4-dihydrocoumarins with DDQ. This two-step procedure can be regarded as nucleophilic substitution of hydrogen (SNH) on the heterocyclic ring of coumarins
\\\\expert2\\nbo\\Tetrahedron Letters\\2014, v. 55, p. 3603.pdf
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5.

Вид документа : Статья из журнала
Шифр издания : 54/S 98
Автор(ы) : Lipunova G. N., Nosova E. V., Charushin V. N., Chupakhin O. N.
Заглавие : Synthesis and antitumour activity of 4-aminoquinazoline derivatives [Электронный ресурс]
Место публикации : Russian Chemical Reviews. - 2016. - Vol. 85, № 7. - С. 759-793
Систем. требования: http://apps.webofknowledge.com/full
Примечания : 31.10.16
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): growth-factor receptor --potent egfr inhibitors--tyrosine kinase inhibitors
Аннотация: Scieces of data on the synthesis and antitumour activity of 4-aminoquinazolines are summarized and analyzed. Key methods for the synthesis of these compounds are considered, primarily cyclocondensation of carboxylic acid derivatives, as well as the oxidation of quinazolines and the cyclization of disubstituted thioureas. Improvements of synthetic schemes for erlotinib, gefitinib and lapatinib, which are the best-known pharmaceuticals based on compounds of the title class, are also considered. Synthetic strategies and biological activities for new 4-aminoquinazoline derivatives that are EGFR-tyrosine kinase inhibitors, multiactive compounds, and labelled compounds for use as positron emission tomography (PET) imaging agents are discussed.
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6.

Вид документа : Статья из журнала
Шифр издания : 54/R 35
Автор(ы) : Irgashev R. A., Kazin N. A., Kim G. A., Rusinov G. L., Charushin V. N.
Заглавие : Regioselective C2-and C8-Acylation of 5,11-Dihydroindolo[3,2-b]carbazoles and the Synthesis of Their 2,8-Bis(quinoxalinyl) Derivatives [Электронный ресурс]
Место публикации : Synthesis-Stuttgart. - 2015. - Vol. 47, № 22. - С. 3561-3572
Систем. требования: http://apps.webofknowledge.com/
Примечания : Bibliogr. : p. 3572 (11 ref). - 18.01.16
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): 5,11-dihydroindolo[3,2-b]carbazoles --2-arylgly-oxals--acylation
Аннотация: An efficient approach for the double acetylation of 5,11-dihexyl- 6,12-di(hetero) aryl-substituted 5,11-dihydroindolo[3,2-b] carbazoles with acetic anhydride in the presence of boron trifluoride etherate has been developed, thus affording the corresponding 2,8-diacetyl derivatives in good yields. A similar acylation has been shown to occur by the reaction of anhydrides of other carboxylic acids. Oxidation of the obtained 2,8-diacetyl derivatives with selenium dioxide takes place on heating or under microwave irradiation, thus resulting in the formation of the corresponding 2,8-diglyoxals. The latter proved to react with aromatic o-diamines to afford new indolo[3,2-b] carbazoles bearing quinoxalinyl fragments at C-2 and C-8. Major optical properties of quinoxaline- containing indolo[3,2-b] carbazoles have been measured.
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7.

Вид документа : Статья из журнала
Шифр издания : 54/R 35
Автор(ы) : Irgashev R. A., Kazin N. A., Kim G. A., Rusinov G. L., Charushin V. N.
Заглавие : Regioselective C2- and C8-Acylation of 5,11-Dihydroindolo[3,2-b]carbazoles and the Synthesis of Their 2,8-Bis(quinoxalinyl) Derivatives [Электронный ресурс]
Место публикации : Synthesis (Germany). - 2015. - Vol.47, № 22. - С. 3561-3572
Систем. требования: https://www.thieme-connect.com/products/ejournals/abstract/10.1055/s-0035-1560183
Примечания : Bibliogr. : p. . - 29.03.16
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): acylation--type heteroacenes--quinoxalines
Аннотация: An efficient approach for the double acetylation of 5,11-dihexyl-6,12-di(hetero)aryl-substituted 5,11-dihydroindolo[3,2-b]carbazoles with acetic anhydride in the presence of boron trifluoride etherate has been developed, thus affording the corresponding 2,8-diacetyl derivatives in good yields. A similar acylation has been shown to occur by the reaction of anhydrides of other carboxylic acids. Oxidation of the obtained 2,8-diacetyl derivatives with selenium dioxide takes place on heating or under microwave irradiation, thus resulting in the formation of the corresponding 2,8-diglyoxals. The latter proved to react with aromatic o-diamines to afford new indolo[3,2-b]carbazoles bearing quinoxalinyl fragments at C-2 and C-8. Major optical properties of quinoxaline-containing indolo[3,2-b]carbazoles have been measured.
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8.

Вид документа : Статья из журнала
Шифр издания : 54/R 35
Автор(ы) : Irgashev R. A., Kazin N. A., Kim G. A., Rusinov G. L., Charushin V. N.
Заглавие : Regioselective C2- and C8-Acylation of 5,11-Dihydroindolo[3,2-b]carbazoles and the Synthesis of Their 2,8-Bis(quinoxalinyl) Derivatives
Место публикации : Synthesis (Germany). - 2015. - Vol. 47, № 22. - С. 3561-3572
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): 5,11-dihydroindolo[3,2-b]carbazoles--acylation-- 2-arylglyoxals
Аннотация: An efficient approach for the double acetylation of 5,11-dihexyl-6,12-di(hetero)aryl-substituted 5,11-dihydroindolo[3,2-b]carbazoles with acetic anhydride in the presence of boron trifluoride etherate has been developed, thus affording the corresponding 2,8-diacetyl derivatives in good yields. A similar acylation has been shown to occur by the reaction of anhydrides of other carboxylic acids. Oxidation of the obtained 2,8-diacetyl derivatives with selenium dioxide takes place on heating or under microwave irradiation, thus resulting in the formation of the corresponding 2,8-diglyoxals. The latter proved to react with aromatic o-diamines to afford new indolo[3,2-b]carbazoles bearing quinoxalinyl fragments at C-2 and C-8. Major optical properties of quinoxaline-containing indolo[3,2-b]carbazoles have been measured.
\\\\expert2\\nbo\\Synthesis\\2015, v. 47. N 22. p.3561-3572.pdf
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9.

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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10.

Вид документа :
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, № 4. - 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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