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1.

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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2.

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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3.

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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4.

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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5.

Вид документа : Статья из журнала
Шифр издания :
Автор(ы) : Chupakhin O. N., Shchepochkin A. V., Charushin V. N.
Заглавие : Application of electrochemical oxidative methods in the C(SP2)–H functionalization of heterocyclic compounds
Место публикации : Advances in heterocyclic chemistry. - 2020. - Т. 131. - С. 1-47
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): c-h functionalization--electrochemical oxidation--green chemistry--ocdc--sn h reactions
Аннотация: New atom-economic and environmentally friendly processes should replace the traditional ways of building C–C, C–N, C–O, C–P, C–S bonds, which are usually based on the replacement of a halogen atom, and, therefore, required the preliminary modification of substrates, and the use of aggressive reagents, harsh conditions or expensive catalysts. In recent years, the direct metal-free functionalization of the C(sp2)–H bond, which provides the most efficient and low-waste pathway for molecular transformation, has attracted increasing attention. However, these transformations usually require stoichiometric amounts of chemical oxidizing agents. The modern world and its sustainable development trends are forcing the chemical industry to improve in an environmentally friendly direction and meet the requirements of “green chemistry.” In this regard, the use of electrochemical methods is extremely important. Electrochemical anodic oxidation is an ideal option for the replacement of chemical oxidizers in C–H functionalization reactions. The data on the main electrochemical methods and approaches used for the direct functionalization of the C(sp2)–H bond in heterocyclic compounds are classified and summarized in this paper.
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6.

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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7.

Вид документа : Статья из журнала
Шифр издания :
Автор(ы) : Shchepochkin A. V., Antipin F. V., Charushin V. N., Chupakhin O. N.
Заглавие : Oxidative C–H functionalization of arenes: main tool of 21st century green chemistry. A review
Место публикации : Doklady Chemistry. - 2021. - Vol. 499, № 1. - С. 123-157
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Recent advances in the field of direct oxidative C–H functionalization of inactivated arenes, as one of the main tools of green chemistry, are discussed. Examples of building carbon–carbon, carbon–oxygen, carbon–nitrogen, and carbon–sulfur bonds, using catalysis with palladium compounds, oxidation with hypervalent iodine derivatives, and through electrochemical and photochemical transformations, are given.
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8.

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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9.

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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10.

Вид документа : Статья из журнала
Шифр издания : 54/C 98
Автор(ы) : Charushin V. N., Naumova L. M., Ponizovskii M. G., Baklykov V. G., Chupakhin O. N.
Заглавие : Cyclization of N-alkylazinium cations with bifunctional nucleophiles. 25. Oxidation of tetrahydroquinoxalines condensed with six-membered ring heterocycles [Электронный ресурс]
Место публикации : Chemistry of Heterocyclic Compounds. - 1987. - Vol. 23, № 9. - С. 1010-1013
Систем. требования: http://link.springer.com/article/10.1007/BF00475371
Примечания : Bibliogr. : p. 1013 (11 ref.). - 22.10.15
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): tetrahydroquinoxalines--potassium permanganate--oxidation products
Аннотация: Reaction of six-membered ring heterocycle-annulated tetrahydroquinoxalines with potassium permanganate in acetone results in the formation of oxidation products containing a common system of conjugated double bonds.
\\\\expert2\\nbo\\Chemistry of Heterocyclic Compounds\\1987, v.23, N 9, p. 1010.pdf
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