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1.
Инвентарный номер: нет.
   

   
    Azaheterocyclic derivatives of ortho - carborane: synthetic strategies and application opportunities / L. A. Smyshliaeva, M. V. Varaksin, V. N. Charushin, O. N. Chupakhin // Synthesis. - 2020. - Vol. 52, № 3. - P337-352
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
AZAHETEROCYCLES -- CARBORANES -- CARBORYNE -- CROSS-COUPLING REACTIONS -- DECABORANE
Аннотация: Azaheterocyclic derivatives of 1,2-dicarba- closo -dodeca borane (ortho -carborane) are known to be of particular interest due to numerous plausible applications, particularly, in medicine, materials science, and advanced technologies. Three principal synthetic strategies resulting in azaheterocyclic carboranes, in which boron-enriched and azaheterocyclic fragments are linked to each other, either directly by means of the C-C bonds or through a short spacer (CH 2, CH 2 S, CH 2 O, etc.), have been outlined. These synthetic approaches are of general character and can be used both individually and in combination to afford promising organoboron clusters of diverse architectures. 1 Introduction 2 C-C Cross-Coupling Strategies in the Synthesis of Azahetero cyclic Carboranes 3 Carboryne-Based Transformation Strategies 4 Condensation Strategies: Reactions of Decaborane B 10 H 14 with Substituted Acetylenes 5 Conclusion and Outlook.

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2.
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    Azaheterocyclic derivatives of ortho -carborane: synthetic strategies and application opportunities / L. A. Smyshliaeva, M. V. Varaksin, V. N. Charushin, O. N. Chupakhin // Synthesis. - 2020. - Т. 52, № 3. - P337-352
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
CARBORANES -- AZAHETEROCYCLES -- DECABORANE -- CROSS-COUPLING REACTIONS -- CARBORYNE
Аннотация: Azaheterocyclic derivatives of 1,2-dicarba- closo -dodeca borane (ortho -carborane) are known to be of particular interest due to numerous plausible applications, particularly, in medicine, materials science, and advanced technologies. Three principal synthetic strategies resulting in azaheterocyclic carboranes, in which boron-enriched and azaheterocyclic fragments are linked to each other, either directly by means of the C-C bonds or through a short spacer (CH 2, CH 2 S, CH 2 O, etc.), have been outlined. These synthetic approaches are of general character and can be used both individually and in combination to afford promising organoboron clusters of diverse architectures. 1 Introduction 2 C-C Cross-Coupling Strategies in the Synthesis of Azahetero cyclic Carboranes 3 Carboryne-Based Transformation Strategies 4 Condensation Strategies: Reactions of Decaborane B 10 H 14 with Substituted Acetylenes 5 Conclusion and Outlook.

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3.
Инвентарный номер: нет.
   
   E 27

   
    Efficient and scalable synthesis of 3-(polyfluoroacyl)pyruvaldehydes dimethyl acetals: A novel functionalized fluorinated building-block / D. L. Chizhov, D. V. Belyaev, D. S. Yachevskii, Danil S., G. L. Rusinov, O. N. Chupakhin, V. N. Charushin // Journal of Fluorine Chemistry. - 2017. - Vol. 199. - P39-45
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
FLUORINATED 1,3-DIKETONES -- ACETALS -- CLAISEN CONDENSATION -- CALCIUM HYDRIDE -- 3-(POLYFLUORACYL)PYRUVALDEHYDES -- PYRAZOLE-1h-3- CARBALDEHYDES
Аннотация: An efficient approach for the synthesis of 3-(polyfluoroacyl)pyruvaldehydes dimethyl acetals (1,1-dimethoxy-4-polyfluoroalkyl-butan-2,4-dions) from 1,1-dimethoxyacetone and polyfluorinated carboxylic acid esters has been developed. The procedure includes the Claisen type condensation of the starting materials by means of calcium hydride in methanol, followed by isolation of copper complexes of the corresponding diketones and their destroying with disodium EDTA. A simple synthesis of 5(3)-(polyfluoroalkyl)-1H-pyrazole-3(5)-carbaldehydes and their acetals is also presented.

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4.
Инвентарный номер: нет.
   
   U 52

   
    Unexpected formation of diethyl 2-ethoxy-6-CF.sub.3-2H-pyran-3,5-dicarboxylate from the condensation of ethyl 4,4,4-trifluoroacetoacetate with CH(OEt).sub.3 / Y. S. Kudyakova, D. N. Bazhin, P. A. Slepukhin, Ya. V. Burgart, V. I. Saloutin, V. N. Charushin // Tetrahedron Letters. - 2017. - Vol. 58, № 8. - P744-747
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
PYRAN -- DETRIFLUOROACETYLATION -- ETHYL TRIFLUOROACETOACETATE -- CONDENSATION -- PYRIDINES
Аннотация: The one-step preparation of diethyl 2-ethoxy-6-CF3-2H-pyran-3,5-dicarboxylate via the condensation of ethyl 4,4,4-trifluoroacetoacetate with CH(OEt)3 has been reported and a plausible mechanism for this transformation is discussed. To demonstrate the synthetic potential of the obtained pyran, the reactions with ammonia and aromatic amines to give trifluoromethylated pyridine derivatives are presented.

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5.
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   S 70

   
    Solvent-free synthesis of pillar[6]arenes [Electronic resource] / S. Santra, D. S. Kopchuk, I. S. Kovalev, G. V. Zyryanov, A. Majee, V. N. Charushin, O. N. Chupakhin // Green Chemistry. - 2016. - Vol. 18, № 2. - С. 423-426. - Bibliogr. : p. 426 (16 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
PILLAR[6]ARENES -- SOLVENT-FREE PROCEDURE
Аннотация: An efficient solvent-​free procedure for the synthesis of pillar[6]arenes has been developed. The procedure involves the solid-​state condensation of finely milled 1,​4-​dialkoxybenzene and paraformaldehyde by grinding in the presence of a catalytic amt. of H2SO4. The use of org. solvents for the extn. of products has also been avoided. Operational simplicity, compatibility with various 1,​4-​dialkoxybenzenes, non-​chromatog. purifn. technique, high yields and mild reaction conditions are the notable advantages of this procedure. A large scale reaction demonstrated the practical applicability of this methodol.

\\\\expert2\\NBO\\Green Chemistry\\2016, v.18, N 2, p.423.pdf
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6.
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   A 10

   
    A Convenient Approach to CF3-Containing N-Heterocycles Based on 2-Methoxy-2-methyl-5-(trifluoromethyl)furan-3(2H)-one [Electronic resource] / D. N. Bazhin, Yu. S. Kudyakova, G. -V. Roeschenthaler, Ya. V. Burgart, P. A. Slepukhin, M. L. Isenov, V. I. Saloutin, V. N. Charushin // European Journal of Organic Chemistry. - 2015. - № 23. - С. 5236-5245. - Bibliogr. : p. 5245 (23 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
NITROGEN HETEROCYCLES -- FLUORINE -- OXYGEN HETEROCYCLES
Аннотация: New synthetic routes to trifluoromethylated N-heterocycles based on condensations of 2-methoxy-2-methyl-5-(trifluoromethyl)furan-3(2H)-one with bifunctional N-nucleophiles are described. For the first time, trifluoromethyl-containing pyrazoles, pyrazolines and isoxazolines bearing hydrazone or oxime groups could be obtained by a one-pot strategy based on reactions of 5-(trifluoromethyl)furan-3(2H)-one with two equivalents of the corresponding hydrazines or hydroxylamine in the presence of an acid. The interaction of furan-3(2H)-one with ureas proceeded under mild conditions to furnish 1H-furo[2,3-d]imidazol-2(3H)-one derivatives in good yield. Further, a trifluoromethyl-containing quinoxaline derivative was obtained by condensation of furan-3(2H)-one with ortho-phenylenediamine.

\\\\expert2\\nbo\\European Journal of Organic Chemistry\\2015, №23. p.5236-5245.pdf
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7.
Инвентарный номер: нет.
   
   A 10

   
    A new and convenient synthetic way to 2-substituted thieno[2,3-b]indoles [Electronic resource] / R. A. Irgashev, A. A. Karmatsky, G. L. Rusinov, V. N. Charushin // Beilstein Journal of Organic Chemistry. - 2015. - Vol. 11. - С. 1000-1007. - Bibliogr. : p. 1006-1007 (35 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
ALDOL-CROTONIC CONDENSATION -- LAWESSON'S REAGENT -- ISATIN
Аннотация: A short and robust approach for the synthesis of 2-(hetero)aryl substituted thieno[2,3-b]indoles from easily available 1-alkylisatins and acetylated (hetero)arenes has been advanced. The two-step procedure includes the "aldol-crotonic" type of condensation of the starting materials, followed by treatment of the intermediate 3-(2-oxo-2-(hetero)arylethylidene) indolin-2-ones with Lawesson's reagent. The latter process involves two sequential reactions, namely reduction of the C=C ethylidene double bond of the intermediate indolin-2-ones followed by the Paal-Knorr cyclization, thus affording tricyclic thieno[2,3-b]indoles.

\\\\expert2\\nbo\\Beilstein Journal of Organic Chemistry\\2015, v. 11, p.1000-1007.pdf
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8.
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   A 10

   
    A facile and convenient synthesis and photovoltaic characterization of novel thieno[2,3-b]indole dyes for dye-sensitized solar cells [Electronic resource] / R. A. Irgashev, A. A. Karmatsky, S. Kozyukhin, V. K. Ivanov, A. Sadovnikov, V. V. Kozik // Synthetic Metals. - 2015. - Vol. 199. - С. 152-158. - Bibliogr. : p. 158 (28 ref/)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
THIENO[2,3-b]INDOLE -- DYES -- THIOPHENE
Аннотация: Two novel dyes IK-1,2 bearing the 8-alkyl-8H-thieno[2,3-b]indole unit as an electron-donating part of the push-pull system have been designed and prepared, as promising sensitizers for solar cells. The key steps of the synthesis involve the crotonic condensation of 1-alkylisatins with 2-acetylthiophene, followed by reduction of the C=C double bond and further cyclization through the Paal-Knorr reaction with the Lawesson reagent, thus leading to the formation of 2-(thien-2-yl) substituted thieno[2,3-b] indole derivatives. The optical and electrochemical properties of these dye's have been investigated by using spectrophotometry and cyclic voltammetry respectively, while their photovoltaic performance was evaluated by a device fabricatien study. The DSSCs based on IK-1 and IK-2 have demonstrated an efficiency of eta = 0.37% (FF = 73%) and eta = 0.7g% (FF = 69%) under 100 mW cm(-2) simulated AM 1.5G solar irradiation, respectively.

\\\\expert2\\nbo\\Synthetic Mеtals\\2015, V.199, p. 152-158.pdf
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9.
Инвентарный номер: нет.
   
   R 74

   
    Role of polar solvents for the synthesis of pillar[6]arenes [Electronic resource] / S. Santra, I. S. Kovalev, D. S. Kopchuk, G. V. Zyryanov, A. Majee, V. N. Charushin, O. N. Chupakhin // RSC Advances. - 2015. - Vol. 5, № 126. - С. 104278-104282. - Bibliogr. : p. 104282 (26 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
HOST-GUEST COMPLEXATION -- WATER CHANNELS -- HIGH-YIELD SYNTHESIS
Аннотация: An efficient procedure for the synthesis of pillar[6]arenes has been developed. The procedure involves the condensation of 1,4-dialkoxybenzenes and paraformaldehyde in the presence of a catalytic amount of H2SO4 or BF3 center dot OEt2 in polar solvent media (acetonitrile, ethyl alcohol, acetone etc.). In all cases the interaction afforded pillar[6]arenes in high yields.

\\\\expert2\\nbo\\RSC Advances\\2015. Vol. 5, N 126. P. 104278-104282.pdf
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10.
Инвентарный номер: нет.
   
   S 98

   
    Synthesis, photophysical and electrochemical properties of novel 6,12-di(thiophen-2-yl) substituted indolo[3,2-b]carbazoles [Electronic resource] / R. A. Irgashev, A. Yu. Teslenko, E. F. Zhilina, A. V. Schepochkin, O. S. Eltsov, G. L. Rusinov, V. N. Charushin // Tetrahedron. - 2014. - Vol.70, №31. - С. 4685-4696
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
INDOLO[3,2-B]CARBAZOLE -- INDOLE -- THIOPHENE
Аннотация: Novel 5,11-dialkyl-6,12-di(thiophen-2-yl) substituted 5,11-dihydroindolo[3,2-b]carbazoles have been obtained and plausible ways for their further modifications via the Friedel–Crafts reaction are presented. The formylation of these indolo[3,2-b]carbazoles with dichloromethyl alkyl esters catalysed by Lewis acids leads to the formation of the corresponding 2,8-diformyl derivatives. Applicability of this formylation method for modification of indolo[3,2-b]carbazoles bearing electron-rich aromatic substituents at C-6 and C-12 has also been demonstrated. The Knoevenagel condensation of 2,8-dialdehydes with active methylene nitriles has been studied. The measurements of optical and redox properties for a number of new indolo[3,2-b]carbazoles have been performed

\\\\expert2\\nbo\\Tetrahedron\\2014, v. 70 , p. 4685-4696.pdf
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