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1.

Вид документа : Статья из журнала
Шифр издания :
Автор(ы) : Saloutina L. V., Zapevalov A. Y., Kodess M. I., Slepukhin P. A., Ganebnykh I. N., Saloutin V. I., Chupakhin O. N.
Заглавие : Reactions of trifluoromethylated imidazolidin-2-ones with urea
Место публикации : AIP conference proceedings. - 2022. - Vol. 2390. - Ст.020070
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): 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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2.

Вид документа : Статья из журнала
Шифр издания :
Автор(ы) : Saloutina L. V., Zapevalov A. Y., Kodess M. I., Slepukhin P. A., Ganebnykh I. N., Saloutin V. I., Chupakhin O. N.
Заглавие : Transformations of 4,5-bis(trifluoromethyl)imidazolidin-2-one and its N-substituted analogous in reactions with N,N-dinucleophiles
Место публикации : AIP conference proceedings. - 2022. - Vol. 2390. - Ст.020069
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): chemical compounds
Аннотация: 4,5-Dihydroxy-4,5-bis(trifluoromethyl)imidazolidin-2-one and its N-methyl(phenyl)-substituted analogous were synthesized by the reaction of perfluorobiacetyl with urea and methyl(phenyl)urea. Depending on a solvent nature and character of the substituent at N-atom of the imidazolidine, different trifluoromethyl-containing heterocycles were obtained in reactions of the imidazolidin-2-ones with thiosemicarbazide and guanidine carbonate: imidazothiazol, 1,2,4-triazines, and hydantoins.
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3.

Вид документа : Статья из журнала
Шифр издания :
Автор(ы) : Kushch S. O., Goryaeva M. V., Burgart Ya. V., Triandafilova G. A., Malysheva O. K., Krasnykh O. P., Gerasimova N. A., Evstigneeva N. P., Saloutin V. I.
Заглавие : Facile synthesis of 6-organyl-4-(trifluoromethyl)pyridin-2(1H)-ones and their polyfluoroalkyl-containing analogs
Место публикации : Russian chemical bulletin. - 2022. - Vol. 71, № 8. - С. 1687-1700
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: The three-component cyclization of 3-polyfluoroalkyl-3-oxopropanoates and methyl ketones with ammonium acetate affords 6-organyl-4-(polyfluoroalkyl)pyridin-2(1H)-ones (organyl is alkyl, aryl, or hetaryl). The synthesized pyridones were evaluated for antifungal, antibacterial, and analgesic activity.
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4.

Вид документа : Статья из журнала
Шифр издания :
Автор(ы) : Elkina N. A., Perminova A. N., Agafonova N. A., Shchegolkov E. V., Burgart Ya. V., Pervova M. G., Samorukova M. A., Saloutin V. I.
Заглавие : Reduction of trifluoromethyl-containing 4-nitroso- and 4-arylazopyrazoles as a method for 4-amino-3-trifluoromethylpyrazoles synthesis
Место публикации : Russian Journal of General Chemistry. - 2022. - Т. 92, № 9. - С. 1591-1603
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
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5.

Вид документа : Статья из журнала
Шифр издания :
Автор(ы) : Kudyakova Yu.S., Slepukhin P. A., Ganebnykh I. N., Burgart Ya. V., Saloutin V. I., Bazhin D. N.
Заглавие : Functionalized trifluoromethyl-containing lithium β-diketonate in the synthesis of homo- and heteronuclear complexes of rare-earth metals
Место публикации : Russian Journal of Coordination Chemistry. - 2021. - Vol. 47, № 4. - С. 280-295
Ключевые слова (''Своб.индексиров.''): β-diketonates--lanthanides--19f nmr spectroscopy--mass spectrometry
Аннотация: The reactions of functionalized lithium CF3-β-diketonate (LiL) with trivalent rare-earth metal salts in methanol afford homobinuclear and heterobi(tri)nuclear complexes depending on the nature of the transition metal and anion (chlorides, nitrates, and acetates). In the cases of lanthanum(III) and cerium(III), homoleptic complexes [(LnL3)2] are isolated (CIF files CCDC nos. 2031097 (Ia) and 2031102 (Ib)). The reaction of LiL with praseodymium(III) nitrate gives the new trimetallic structure [(LiPrL3)(LiL)(NO3)(H2O)2] (CIF file CCDC no. 2031103 (II)), and the replacement of nitrate by chloride gives [(PrL3)(LiL)(H2O)] (CIF file CCDC no. 2031104 (IIIa)). Regardless of the nature of the anion of the salt in the series from neodymium(III) to ytterbium(III) and yttrium(III), Ln–Li β-diketonates [(LnL3)(LiL)(solv)] (solv is H2O and MeOH) are formed, and their structures are characterized by X-ray structure analysis (CIF files CCDC nos. 2031099 (IIIb), 2031100 (IIIc), 2031098 (IVa), 2031096 (IVc), 2031094 (IVf), 2031101 (IVg), and 2031095 (IVh)). The equilibrium of the diketonate isomeric forms in a solution of deuterated dimethyl sulfoxide is studied by 19F NMR spectroscopy, and the qualitative composition of the polynuclear complexes is determined by mass spectrometry.
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6.

Вид документа :
Шифр издания : Г/U 61
Автор(ы) : Khamidullina L. A., Puzyrev I. S., Slepukhin P. A., Pestov A. V., Tobysheva P. D., Burygin G. L., Dorovatovskii P. V., Zubavichus Y. V., Mitrofanova A. V., Khrustalev V. N., Tskhovrebov A. G., Timofeeva T. V., Solari E., Nenajdenko V. G.
Заглавие : Unsymmetrical trifluoromethyl methoxyphenyl β-diketones: effect of the position of methoxy group and coordination at Cu(II) on biological activity
Место публикации : Molecules. - 2021. - Vol. 26, № 21. - Ст.6466
ББК : Г
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): copper(ii)--diketonates--cytotoxic activity--antimicrobial activity
Аннотация: Copper(II) complexes with 1,1,1-trifluoro-4-(4-methoxyphenyl)butan-2,4-dione (HL1) were synthesized and characterized by elemental analysis, FT-IR spectroscopy, and single crystal X-ray diffraction. The biological properties of HL1 and cis-[Cu(L1)2(DMSO)] (3) were examined against Gram-positive and Gram-negative bacteria and opportunistic unicellular fungi. The cytotoxicity was estimated towards the HeLa and Vero cell lines. Complex 3 demonstrated antibacterial activity towards S. aureus comparable to that of streptomycin, lower antifungal activity than the ligand HL1 and moderate cytotoxicity. The bioactivity was compared with the activity of compounds of similar structures. The effect of changing the position of the methoxy group at the aromatic ring in the ligand moiety of the complexes on their antimicrobial and cytotoxic activity was explored. We propose that complex 3 has lower bioavailability and reduced bioactivity than expected due to strong intermolecular contacts. In addition, molecular docking studies provided theoretical information on the interactions of tested compounds with ribonucleotide reductase subunit R2, as well as the chaperones Hsp70 and Hsp90, which are important biomolecular targets for antitumor and antimicrobial drug search and design. The obtained results revealed that the complexes displayed enhanced affinity over organic ligands. Taken together, the copper(II) complexes with the trifluoromethyl methoxyphenyl-substituted β-diketones could be considered as promising anticancer agents with antibacterial properties
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7.

Вид документа : Статья из журнала
Шифр издания : Г/A 10
Автор(ы) : Filyakova V. I., Boltacheva N. S., Pervova M. G., Charushin V. N.
Заглавие : A new synthesis of 4'-trifluoromethyl-2,2':6',2"-terpyridine
Место публикации : Mendeleev Communications. - 2021. - Vol. 31, № 3. - С. 388-389
ББК : Г
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): organofluorine compounds--b-aminovinyl ketones--regioisomerism--heterocyclization--pyridines--2,2':6',2''-terpyridines
Аннотация: Reflux of two isomeric 3-amino-4,4,4-trifluoro-1-(2-pyridyl)but-2-en-1-one and 3-amino-1,1,1-trifluoro-4-(2-pyridyl)-but-3-en-2-one in acetic acid affords 4′-trifluoromethyl-2,2′:6′,2″-terpyridine (37%) with 1.4% admixture of 6′-trifluoromethyl-2,2′:4′,2″-terpyridine.
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8.

Вид документа : Статья из сборника (однотомник)
Шифр издания :
Автор(ы) : Saloutina L. V., Kodess M. I., Ganebnykh I. N., Slepukhin P. A., Saloutin V. I., Chupakhin O. N.
Заглавие : Synthesis of fluorine-containing n,o-heterocycles on the base of 4,5-bis(trifluoromethyl)imidazolidine-2-ones, 2-aminoethanol and 2-aminophenol
Место публикации : Современные синтетические методологии для создания лекарственных препаратов и функциональных материалов" (MOSM 2021): V международная конференция: сборник тезисов. - Екатеринбург, 2021. - С. С. PR-96
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
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9.

Вид документа : Статья из журнала
Шифр издания :
Автор(ы) : Shchegolkov E. V., Burgart Y. V., Matsneva D. A., Saloutin V. I., Borisevich S., Kadyrova R. A., Orshanskaya I. R., Zarubaev V. V.
Заглавие : Polyfluoroalkylated antipyrines in Pd-catalyzed transformations
Место публикации : RSC Advances. - 2021. - Vol. 11, № 56. - С. 35174-35181
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: In the direct C–H arylation with arylhalogenides in the presence of Pd(OAc)2, trifluoromethyl-containing antipyrine reacts very slowly and incompletely owing to the low nucleophilicity of its C4 center. However, it was effective in modifying polyfluoroalkyl-substituted 4-bromo- and 4-iodo antipyrines by the Suzuki and Sonogashira reactions. It was established that using Pd2(dba)3 as catalyst and XPhos as phosphine ligand was the optimal catalytic system for the synthesis of 4-aryl- and 4-phenylethynyl-3-polyfluoroalkyl-antipyrines. Moreover, iodo-derivatives as the initial reagents were found to be more advantageous compared to bromo-containing analogs. It was found that 4-phenylethynyl-5-CF3-antipyrine has a moderate activity against the influenza virus A/Puerto Rico/8/34 (H1N1) and 4-iodo-5-CF3-antipyrine reveals a weak activity against the vaccine virus (strain Copenhagen) and bovine diarrhea virus (strain VC-1).
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10.

Вид документа : Статья из журнала
Шифр издания :
Автор(ы) : Edilova Y. O., Kudyakova Yu.S., Slepukhin P. A., Burgart Ya. V., Saloutin V. I., Bazhin D. N.
Заглавие : Influence of trifluoromethyl groups on the crystal packing of the binuclear copper(ii) complex based on N2O3-pentadentate (hydroxy)bis(СF3-enaminoketone)
Место публикации : Russian Journal of Coordination Chemistry. - 2021. - Vol. 47, № 9. - С. 631-637
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): enaminoketones--schiff bases--binuclear copper(ii) bases--x-ray structure analysis
Аннотация: The reaction of 1,1,1-trifluoro-4-methoxy-3-penten-2-one (L1) with 1,3-diaminopropan-2-ol affords N,N'-(2-hydroxypropane-1,3-diyl)bis(trifluoroacetylacetimine) (H3L2) in a yield of 82%. In the absence of additional bases, the synthesized N2O3 ligand reacts with copper(II) acetate to give the binuclear complex [Cu2L2(OAc)] (I), the structure of which is determined by X-ray structure analysis (CIF file CCDC no. 2071133).
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