Detrifluoroacetylation of Ethyl 2-(Ethoxymethylene)- 4,4,4-Trifluoro-3-Oxobutanoate

This work was financially supported by the Council for grants of the President of Russian Federation (grant no. MK-1453.2019.3)

Polynuclear Metallic Architectures Based on Fluorinated Functionalized Diketonates

K.Y.S. is thankful to the Council for grants of the President of Russian Federation (grant no. 1453.2019.3)

Селективные ингибиторы карбоксилэстеразы для повышения эффективности, безопасности и рационального применения лекарственных препаратов, содержащих сложноэфирные группы

In clinical practice, a large number of prodrugs and active drugs containing an ester, carbamate or amide moiety are used. Carboxylesterase (CaE, EC 3.1.1.1) is the key enzyme of hydrolytic metabolism of such drugs in the body, it largely determines their pharmacokinetics, bioavailability, efficacy and possible toxic effects. Using CaE selective inhibitors as components of combined drug therapy it is possible us to regulate the rate of hydrolytic transformation of ester-containing drugs and opens the possibility of their rational use. The development of effective and selective CaE inhibitors suitable for in vivo application is a new promising approach in medicinal chemistry and pharmacology that allows to improve the efficacy, bioavailability and reduce the side effects of ester-containing drugs.В клинической практике применяется большое число пролекарств и активных лекарственных средств, содержащих сложноэфирную, карбаматную или амидную группировку. Ключевым ферментом гидролитического метаболизма таких препаратов в организме являются карбоксилэстеразы (КЭ, КФ 3.1.1.1), которые в значительной степени определяют их фармакокинетику, эффективность и возможные токсические эффекты этих лекарственных средств. Использование селективных ингибиторов КЭ в качестве компонентов комбинированной лекарственной терапии позволяет регулировать скорость гидролитического превращения лекарственных препаратов со сложноэфирной группой и открывает возможность их рационального использования. Создание эффективных и селективных ингибиторов КЭ для применения in vivo, является новым перспективным подходом в медицинской химии и фармакологии, позволяющим повысить эффективность, биодоступность и снизить побочные эффекты многочисленных лекарственных средств, содержащих сложноэфирные группировки

Synthesis and tribological properties of new fluoro-containing oligomers

Oligomers based on (polyfluoroalkyl)methyl oxiranes and thiiranes was first synthesized by the cationic polymerization in the presence of boron trifluoride etherate. Molecular weights of the products were defined by cryoscopic method. It was found that synthesized oligomers can be used as additives to industrial lubricants and sulfur oligomers are of the greatest positive tribological effect. © Pleiades Publishing, Ltd., 2013

POLYFLUOROALKYL-2-(HET)ARYLHYDRAZONO-1,3-DICARBONYL COMPOUNDS IN INTRAMOLECULAR CYCLIZATION REACTIONS

This work was financially supported by the Program UB RAS (Grant number 18-3-3-13)

Heterometallic Molecular Architectures Based on Fluorinated β-Diketone Ligands

This review summarizes the data on the synthesis of coordination compounds containing two or more different metal ions based on fluorinated β-diketonates. Heterometallic systems are of high interest in terms of their potential use in catalysis, medicine and diagnostics, as well as in the development of effective sensor devices and functional materials. Having a rich history in coordination chemistry, fluorinated β-diketones are well-known ligands generating a wide variety of heterometallic complexes. In this context, we focused on both the synthetic approaches to β-dicarbonyl ligands with additional coordination centers and their possible transformations in complexation reactions. The review describes bi- and polynuclear structures in which β-diketones are the key building blocks in the formation of a heterometallic framework, including the examples of both homo- and heteroleptic complexes. © 2022 by the authors.Russian Academy of Sciences, РАН, (AAAA-A19-119011290117-6)This work was carried out in the framework of the basic theme of the Russian Academy of Sciences (state registration № AAAA-A19-119011290117-6)

Expanding 1,2,4-triketone Toolbox for use as Aluorinated Building Blocks in the Synthesis of Pyrazoles, Pyridazinones and β-diketohydrazones

Fluorinated lithium β-diketonates bearing a methyl acetal group behave in the condensation reactions with hydrazines as trielectrophilic building blocks for the preparation of pyrazoles, pyridazinones and β-diketohydrazones. For the first time, solvent-induced regioisomeric and heterocyclic ring size-controlled formation was observed for 1,2,4-triketone analogues. Fluoroalkylated acetyl NH-pyrazoles or substituted 5-RF-pyrazoles were obtained from the acid-catalyzed cyclocondensation of lithium β-diketonates with (aryl)hydrazines in ethanol. In methanol solvent acetyl-containing 3-CF3-pyrazoles were isolated because of inverse nucleophilic attack of arylhydrazines. The use of aprotic acetonitrile in the condensation resulted in regioselective trifluorinated pyridazinones and fluorinated β-diketohydrazones formation via initial acetal fragment interaction with N,N-dinucleophile. © 2021 Elsevier B.V.This work carried out in the framework of the basic theme of the Russian Academy of Sciences (state registration № AAAA-A19-119011790132-7). Single-crystal X-ray diffraction analysis for 3g, 3f and 10a was performed using the equipment of the JRC PMR IGIC RAS. Single-crystal X-ray diffraction analysis for 5d, 7a, 9a and physicochemical studies were carried out using the equipments of the Center for Joint Use "Spectroscopy and Analysis of Organic Compounds" at the Postovsky Institute of Organic Synthesis UB RAS

Polyfluoroalkylated 2,3-Butanedione-Based Lithium Diketonates as Promising Building Blocks in Coordination and Heterocyclic Chemistry

Financial support from the Russian Foundation for Basic Research (grant № 18-33-20124) is gratefully acknowledged

SYNTHESIS OF FLUORINE-CONTAINING N,O-HETEROCYCLES ON THE BASE OF 4,5-BIS(TRIFLUOROMETHYL)IMIDAZOLIDINE-2-ONES, 2-AMINOETHANOL AND 2-AMINOPHENOL

This work was carried out within the framework of State task AAAA-A19-119011790132-7