Yulia A. Volkova

N.D. Zelinsky Institute of Organic Chemistry

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ИВ

И. В. Заварзин

N.D. Zelinsky Institute of Organic Chemistry

Alexander M. Scherbakov

N. I. Lobachevsky State University of Nizhny Novgorod

Elena B. Averina

Lomonosov Moscow State University

KА

Konstantin А. Lyssenko

National Research University Higher School of Economics

МА

Михаил А. Козлов

Tel Aviv University

ЕМ

Екатерина М. Будынина

Lomonosov Moscow State University

ВЗ

Валерий З. Ширинян

N.D. Zelinsky Institute of Organic Chemistry

N. S. Zefirov

Moscow State University

Anna S. Komendantova

N.D. Zelinsky Institute of Organic Chemistry

Victor B. Rybakov

Lomonosov Moscow State University

Cooperative Institutions

Lomonosov Moscow State University

105

Russian Academy of Sciences

N.D. Zelinsky Institute of Organic Chemistry

Sechenov University

Moscow State University

Chelyabinsk State University

Peoples' Friendship University of Russia

Russian New University

Nikiforov Russian Center of Emergency and Radiation Medicine

A. N. Nesmeyanov Institute of Organoelement Compounds

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Flexible Synthesis of Phosphorus(V)-Substituted 1,3,4-Thiadiazoles and Pyridazines

Alexander Komkov Михаил А. Козлов И. В. Заварзин Yulia A. Volkova

Heterocyclic organophosphorus compounds have remarkable properties and a great deal of potential to meet contemporary societal demands regarding health, environment, energy, and information technologies. Here, we report highly reactive phosphorylthioformic acid hydrazides as novel polyheteroatom reagents for the concise synthesis of phosphorus-substituted medium–ring aza-heterocyclic systems. The reaction of phosphorylthioformic acid hydrazides with functionalized aldehydes was systematically investigated. Chemoselective and flexible synthetic approaches to phosphorus(V)-substituted 1,3,4-thiadiazoles, 1,3,4-thiadiazolines, and pyridazines were developed. Phosphorylthioformic acid hydrazides proved to be useful for the preparation of phosphorus(V)-containing heterocyclic steroid derivatives.

Thiadiazoles

10.2139/ssrn.4698598

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Synthesis of Imidazo[2,1-b]thiazoles via Copper-Catalyzed A³-Coupling in Batch and Continuous Flow

The Journal of Organic Chemistry (2017)

Irina V. Rassokhina Tatyana A. Tikhonova Sergey G. Kobylskoy Igor V. Babkin Валерий З. Ширинян

A straightforward method for the synthesis of functionalized imidazo[2,1-b]thiazoles starting from benzaldehydes, 2-aminothiazoles, and alkynes under copper(I,II) catalysis was developed. The protocol allows the construction of a variety of aryl-substituted imidazo[2,1-b]benzothiazoles, -[2,1-b]thiazoles, and -[2,1-b][1,3,4]thiadiazoles. The reactions were easy to perform affording most of the desired products in 33-93% yields. The intensification of the process in a continuous-flow reactor increases the products' yields up to quantitative.

10.1021/acs.joc.7b01762

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Citations (40)

Boron functionalization of BODIPY by various alcohols and phenols

Organic & Biomolecular Chemistry (2013)

Bertrand Brizet Claire Bernhard Yulia A. Volkova Yoann Rousselin Pierre D. Harvey

The synthesis of new B-O BODIPY derivatives functionalized with different alkoxy or diarylalkoxy derivatives is described. These compounds were synthesized from the reaction of different B-F BODIPY precursors with various alcohols and phenols, in the presence of AlCl3. Water-soluble dyes could be synthesized as well with this method, specifically by the introduction of polyethyleneglycol (PEG) groups. A photophysical study of the different compounds was performed, and showed that the B-O BODIPY derivatives exhibit rich fluorescence properties. Finally, the conjugation of the BODIPY core has been extended using two distyryl groups, hence providing NIR emitting BODIPY derivatives, in which one or two PEG groups have been anchored, making these systems very promising for future medical imaging applications.

BODIPY

Surface Modification

10.1039/c3ob41370e

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Citations (48)

CCDC 1941999: Experimental Crystal Structure Determination

The Cambridge Structural Database (2020)

Tatyana A. Tikhonova Nikita V. Ilment Konstantin А. Lyssenko И. В. Заварзин Yulia A. Volkova

10.5517/ccdc.csd.cc235t48

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Exploration and biological evaluation of 20‐vinyl pregnenes: A step forward toward selective modulators of the estrogen receptor α signaling for breast cancer treatment

Archiv der Pharmazie (2024)

В Л Малахова Alexander M. Scherbakov Danila V. Sorokin Hanna Leanavets Yaraslau Dzichenka

A series of D-ring modified steroids bearing a vinyl ketone pendant were synthesized and evaluated for antiproliferative activity against breast cancer cell line and cytochromes P450. The lead compound, 21-vinyl 20-keto-pregnene (2f) (IC

10.1002/ardp.202300651

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ChemInform Abstract: Unusual Reactions of Vinyl Ketones with Tetranitromethane. The Synthesis of 5‐Acyl‐3‐nitroisoxazoles.

ChemInform (2010)

Yulia A. Volkova Оlga А. Ivanova Екатерина М. Будынина Elena B. Averina Т. S. Kuznetsova

Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Tetranitromethane

10.1002/chin.201009130

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Judicial control in administrative proceedings: from theory to practice

Yulia A. Volkova

Conceptual basis of development of domestic administrative law and process: trends, perspectives, practice : collective monograph / E. Gerasimenko, P. Dikhtievskyi, N. Zadyraka, T. Kolomoets, V. Klynchuk and others; in general ed. P. Dikhtievskyi, V. Pashinskyi. Riga, Latvia : “Baltija Publishing”, 2022. 986 р.

10.30525/978-9934-26-233-3-10

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Synthesis of Dibenzo[d,f][1,3]Diazepines via Elemental Sulfur-Mediated Cyclocondensation of 2,2′-Biphenyldiamines with 2-Chloroacetic Acid Derivatives

The Journal of Organic Chemistry (2019)

Tatyana A. Tikhonova Konstantin А. Lyssenko И. В. Заварзин Yulia A. Volkova

The three-component reaction of 2,2′-biphenyldiamines with 2-chloroacetic acid derivatives and elemental sulfur was developed for the practical synthesis of unknown 2-carboxamide-substituted dibenzo[d,f][1,3]diazepines. This protocol is distinguished by efficiency in water and good tolerance to functional groups and can be adapted to a large-scale synthesis. The chemoselective preparation of a variety of 2-S,N,O-substituted dibenzo[d,f][1,3]diazepines was accomplished using the developed method.

Chloroacetic acid

10.1021/acs.joc.9b02002

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Citations (16)

Synthesis of Phosphoryl Thioamides via Three‐Component Reaction of Phosphinic Chlorides with Amines and Sulfur

Advanced Synthesis & Catalysis (2019)

Михаил А. Козлов Andrey S. Kozlov Alexander Komkov Konstantin А. Lyssenko И. В. Заварзин

Abstract A straightforward, practical, and atom‐economical three‐component synthesis of phosphoryl thioamides from phosphinic chlorides, elemental sulfur, and aliphatic amines has been developed. The scope and limitations of this transformation have been investigated. This protocol is distinguished by metal‐ and organic solvent‐free conditions, and high tolerance to various functional groups; it can be adapted for scaled‐up synthesis. magnified image

Component (thermodynamics)

Scope (computer science)

Functional group

Reaction conditions

10.1002/adsc.201900067

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Citations (17)

A Straightforward Approach toward Multifunctionalized Pyridazines via Imination/Electrocyclization

Organic Letters (2015)

A. V. Komkov Anna S. Komendantova Leonid G. Menchikov E. I. Chernoburova Yulia A. Volkova

A facile synthesis of functionalized 3-carbamide pyridazines starting from readily available chlorovinyl aldehydes and oxamic acid thiohydrazides via cascade imination/electrocyclization is reported. In the presence of p-toluenesulfuric acid, various ketones have been efficiently incorporated into the pyridazine derivatives through a two-step sequence involving a Vilsmeier-Haack reaction and imination. The synthetic value of this method has been demonstrated by efficient synthesis of steroidal pyridazines.

Pyridazine

Sequence (biology)

10.1021/acs.orglett.5b01718

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Citations (28)