Russian Journal of Organic Chemistry

ISSN (print): 0514-7492

Media registration certificate: No. FS 77 - 67135 dated 09/16/2016

Founder: Russian Academy of Sciences

Editor-in-Chief: Beletskaya Irina Petrovna

Number of issues per year: 12

Indexation: RISC, list of Higher Attestation Commissions, CrossRef, White List (level 3)

Russian Journal of Organic Chemistry is an international peer-reviewed journal that covers all aspects of modern organic chemistry including organic synthesis, theoretical organic chemistry, structure and mechanism, and the application of organometallic compounds in organic synthesis. The journal welcomes manuscripts from all countries.

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Vol 62, No 3 (2026)

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ОБЗОРНЫЕ СТАТЬИ

Summer Chemistry Week – 2025 in SPbU
Efremova M.M., Rostovskii N.V., Korzhikov-Vlakh V.A., Kinzhalov M.A.
Abstract

From June 16 to 20, 2025, the Institute of Chemistry of St. Petersburg State University hosted Summer Chemistry Week, a scientific forum featuring presentations by leading Russian scientists working in various fields of chemical science, as well as reports from young researchers, graduate students, and undergraduates. As part of the Week, a series of events took place: the 2nd Microsymposium on current issues in chemistry, dedicated to the 80th anniversary of the nuclear industry of Russian Federation and combined with the reporting conference of postgraduate students of St. Petersburg State University, All-Russian Youth School-Conference on the Chemistry of Alkynes, Small Cycles and Carbenes, dedicated to the 165th anniversary of the birth of Academician A.E. Favorsky, as well as a scientific seminar within the framework of a major scientific project "Polymers for Sustainable Development". This review aims to make the latest achievements of Russian scientists accessible to a wider scientific community. The review provides the reader with brief summaries of the reports with references to the authors' relevant publications.

Russian Journal of Organic Chemistry. 2026;62(3):353–362
pages 353–362 views
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Recent Advances in (Di)Azafluorene Chemistry
Rakhimova E.B., Kirsanov V.Y.
Abstract

The review systematizes and summarizes recent results on the synthesis of aza- and diazafluorenes and their physicochemical properties and biological activity.

Russian Journal of Organic Chemistry. 2026;62(3):363–382
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ЭКСПЕРИМЕНТАЛЬНЫЕ СТАТЬИ

Aza-Michael Reaction of β-Fluoro-β-Nitrostyrenes
Aldoshin A.S., Zhang J., Shambalova V.E., Nenajdenko V.G.
Abstract
The Michael addition reaction of amines to β-fluoro-β-nitrostyrenes was studied. High efficiency of this transformation was demonstrated for a wide range of primary amines and nitrostyrenes. The reaction was found to proceed readily at room temperature and does not require a catalyst. A series of new fluorinated Michael adducts were obtained in yields up to quantitative.
Russian Journal of Organic Chemistry. 2026;62(3):383-393
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Domino Reaction of Donor-Acceptor Cyclopropanes with Hydrazine Hydrate: Synthesis of Substituted N-Aminopyrrolidines
Gaiazov E.R., Anisovich K.V., Lebedev D.S., Tikhonov T.P., Kuleshov A.V., Zhokhov S.S., Ratmanova N.K., Andreev I.A., Boichenko M.A., Ivanova O.A.
Abstract

The reaction of donor-acceptor cyclopropanes with hydrazine hydrate proceeds as a domino process, involving hydrazinolysis of the ester group, nucleophilic ring-opening with hydrazine followed by cyclization. The reaction of cyclopropane-1,1-diesters containing various aromatic and styryl substituents proceeds with high chemoselectivity and provides a route to the synthesis of functionally substituted N-aminopyrrolidines as mixtures of diastereomers.

Russian Journal of Organic Chemistry. 2026;62(3):394–409
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Synthesis and Photophysical Properties of Novel 5-Substituted (Aza)Indolizines
Shadrin I.A., Babaev E.V.
Abstract
New data on the fluorescent properties of 5-substituted N-bridged heterocyclic compounds have been obtained, including a number of previously undescribed compounds. Structure-fluorescence quantum yield relationships for the studied fluorophores have been established. Compounds with fluorescence quantum yields close to 100% were discovered, which show promise for applications in organic electronics.
Russian Journal of Organic Chemistry. 2026;62(3):410–416
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Synthesis of Amidoalkyl-Substituted 2-(Pyridin-2-yl)-imidazo[4,5-b]phenazines as Potential Ligands of G-Quadruplexes
Abramovich M.S., Bymbygydenov P.S., Kalyuzhny D.N., Zyk N.V., Beloglazkina E.K., Barskaya E.S.
Abstract

A method for the preparation of new amidoalkyl-substituted 2-(pyridin-2-yl)imidazo[4,5-b]phenazines by a three-step reaction sequence starting from 2-(pyridin-2-yl)-1H-imidazo[4,5-b]phenazine is proposed. Using fluorescence spectroscopy, the obtained compounds were shown to exhibit selectivity for binding to G-quadruplex DNA structures formed by different nucleotide sequences.

Russian Journal of Organic Chemistry. 2026;62(3):417–425
pages 417–425 views
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Isopropyl Esters of [1-(Het)Arylvinyl]- and [1-(Het)Arylethyl]Phosphonic Acids
Zimarev V.S., Oprunenko Y.F., Goulioukina N.S.
Abstract

A large series of diisopropyl esters of [1-(hetero)arylvinyl]phosphonic acids I was synthesized using two complementary methods that do not require transition-metal catalysis. The first method involves esterification of available phosphonic acids with triisopropyl orthoformate. The second one is based on the conjugate addition reaction of triisopropyl phosphite with (E)-2-nitrovinyl(hetero)arenes and is relevant in cases where the corresponding [1-(hetero)arylvinyl]phosphonic acid cannot be prepared by the Conant reaction. Catalytic hydrogenation of esters I in the presence of 10% Pd/C was carried out to obtain practically significant [1-(hetero)arylethyl]phosphonates; the scope and limitations of the method were established. For the chemoselective reduction of the double bond of (1-arylvinyl)phosphonates containing Br-, Cl- or NO2- substituents on the aromatic ring, homogeneous Rh(I)-catalyzed hydrogenation using accessible rac-BINAP ligand has been proposed.

Russian Journal of Organic Chemistry. 2026;62(3):426–446
pages 426–446 views
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Synthesis and Analgesic Activity of 1-[(Z)-3-((E)-3-Aryl-1-Hydroxyallylidene)-2-Oxochroman-4-yl]Cyclohexanecarboxylates
Nikiforova E.A., Zverev D.P., Dmitriev M.V., Makhmudov R.R., Kirillov N.F.
Abstract
The reaction of 3-(3-arylacryloyl)-2Н-chromen-2-ones with a twofold excess of methyl 1-bromocyclohexanecarboxylate and zinc, followed by hydrolysis of the reaction mixture, yielded addition products across the double bond of the heterocyclic fragment, which exist in the enolic form. For more reliable signal assignment in the product spectra, two-dimensional correlation spectroscopy methods (COSY, HSQC, and HMBC) were employed. The structures of the synthesized compounds were confirmed by X-ray crystallography data. The analgesic (antinociceptive) activity of the synthesized compounds was investigated.
Russian Journal of Organic Chemistry. 2026;62(3):447-455
pages 447-455 views
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Synthesis and Antiproliferative Activity of Esters and Amides of 2-Arylimidazo[1,2-a]Pyridine-3-Carboxylic Acid
Makarov I.A., Filippov I.P., Myaskov E.O., Bunev A.S., Rostovskii N.V.
Abstract
Series of esters of 2-aryl-substituted imidazo[1,2-a]pyridine-3-carboxylic acids were obtained by the reaction of β-keto esters with 2-aminopyridine and tetrabromomethane in yields of 27–90%. Amides of 2-[4-(dimethylamino)phenyl]imidazo[1,2-a]pyridine-3-carboxylic acid were synthesized from the corresponding acid and primary aliphatic amines in yields of 61–98% using reagent HATU and diisopropyl ethylamine. The cytotoxic activity of the obtained esters and amides was assessed on a number of cancer cell lines. The esters with para-(trifluoromethyl)phenyl, para-(dimethylamino)phenyl, and 2-naphthyl substituents at the C2 atom of imidazo[1,2-a]pyridine demonstrated the highest activity (at a 30% cell viability) and selectivity. Among the synthesized N-benzylamides, several active and selective compounds were also identified, the most promising of which contains a para-methoxy substituent in the benzyl moiety.
Russian Journal of Organic Chemistry. 2026;62(3):456–466
pages 456–466 views
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Synthesis of New Pyrrolo[3,4-c]Pyridine Derivatives Based on the Reaction of Ethyl 4-(Chloromethyl)-2-Methyl-6-Alkylnicotinate with Selected N-Nucleophiles
Shatirova M.I., Sheydaeva S.K., Mamedova G.M., Karaeva A.R., Nagiyeva S.F., Gadzhieva L.Y.
Abstract
This study reports the synthesis of a series of 4-methyl-6-alkyl-1-H-pyrrolo[3,4-c]pyridin-3(2H)-ones and their 2-substituted derivatives (substitution at the lactam nitrogen atom) bearing hydroxy-, amino-, and nitrophenyl substituents. The synthesis was accomplished via nucleophilic substitution of the chloromethyl group in ethyl 4-(chloromethyl)-2-methyl-6-alkylnicotinates, followed by cyclization leading to the formation of the pyrrolo[3,4-c]pyridine core. The use of various nucleophiles, including hydroxylamine, o-phenylenediamine, 4-nitroaniline, and 3,4-dimethylaniline, enabled the preparation of structurally diverse 2-functionalized derivatives in satisfactory yields (40-75%) and with high crystalline purity. The developed methodology demonstrates versatility and potential for further modification of pyrrolo[3,4-c]pyridines toward compounds of prospective biological activity.
Russian Journal of Organic Chemistry. 2026;62(3):467-475
pages 467-475 views
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Synthesis of a New Isoquinoline Derivative
Naghiyev F.N., Khrustalev V.N., Tachaev M.V., Mamedov I.G.
Abstract
In this work, the synthesis procedure of a new isoquinoline derivative by reacting substituted cyclohexanone with malononitrile is presented. The structure of the synthesized compound was confirmed by NMR spectroscopy and X-ray diffraction analysis. A probable reaction mechanism for the synthesis of isoquinoline is also proposed.
Russian Journal of Organic Chemistry. 2026;62(3):476–480
pages 476–480 views
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Regioselective One-Step Synthesis of Benzo[f]coumarins Catalyzed by Methanesulfonic Acid
Sharapov A.D., Fatykhov R.F., Khalymbadzha I.A.
Abstract
An efficient and regioselective method for the one-step synthesis of benzo[f]coumarins has been developed via the reaction of substituted 2-naphthols with methyl propiolate catalyzed by methanesulfonic acid (MsOH). The target products were obtained in high yields (up to 98%) under solvent-free conditions at 50°C. The proposed method demonstrated broad applicability to various substituted naphthols, including amino- (including morpholino), hydroxy-, halogen-, and carbazole-annulated derivatives. This process exhibited regio- and stereoselectivity, allowing the preparation of both mono- and pyran-2-one- and carbazole-fused benzo[f]coumarin derivatives by varying the reagent ratio. The approach is characterized by simplicity, catalyst availability, solvent-free conditions, and high yields, aligning with the principles of green chemistry.
Russian Journal of Organic Chemistry. 2026;62(3):481-490
pages 481-490 views
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β-Phosphorus-Substituted E-Enazoles are Reaction Products of 1,2-Dibromo-Ethyl- and -Prop-1-yl-Substituted Phosphine Oxides and -Phosphonate with Azoles. Antibacterial Activity of the Obtained Compounds
Gasparyan G.T., Bichakhchyan A.S., Derdzyan L.V., Khachatryan T.T., Gasparyan L.R., Mardiyan Z.Z., Muradyan R.E., Arakelyan H.H., Poghosyan A.S.
Abstract
Reaction of 1,2-dibromo-ethyl-, -propyl-substituted phosphine oxide and 1,2-dibromo-ethylphosphonate with azoles, in particular, pyrazole, imidazole, 3(5)-methylpirazole, 3,5-dimethylpirazole and triazole in acetonitrile in the presence of a base at room temperature leads to the formation of β-phosphoryl- and phosphonyl-substituted-(E)-enazoles. The antibacterial activity of the obtained compounds was studied.
Russian Journal of Organic Chemistry. 2026;62(3):491–498
pages 491–498 views
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КРАТКИЕ СООБЩЕНИЯ

Reaction of N’-Furfuryl-Substituted 3-Aminothieno[2,3-b]pyridine-2-carboxamide with Sodium Hypochlorite
Stroganova T.A., Vasilin V.K., Krapivin G.D.
Abstract
The transformation of 3-amino-5-bromo-6-methyl-4-methoxymethyl-N’-(2-furylmethyl)thieno[2,3-b]pyridine-2-carboxamide in a reaction with sodium hypochlorite solution was studied. It was found that the oxidative dimerization reaction is accompanied by the elimination of one of the furfuryl fragments.
Russian Journal of Organic Chemistry. 2026;62(3):499-503
pages 499-503 views
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Synthesis of 1-(2-Methylbenzo[h]quinolin-3-yl)Ethanone by the Reaction of Pentane-2,4-Diones with 1-Naphthylamine
Baeva L.A., Nugumanov R.M., Nugumanov T.R.
Abstract
The condensation of 3-[(alkylsulfanyl)methyl]pentane-2,4-dione with 1-naphthylamine in the presence of catalytic amounts of acetic acid afforded 1-(2-methylbenzo[h]quinolin-3-yl)ethanone. It is suggested that the reaction is a tandem process, involving the formation of β-enaminone, elimination of the alkanethiol molecule from the β-enaminone structure, intramolecular Friedel-Crafts cyclization involving the resulting double bond, and subsequent aromatization. 1-(Benzo[h]quinolin-3-yl)ethanone can also be obtained by three-component condensation of pentane-2,4-dione with formaldehyde and 1-naphthylamine in the presence of acetic acid. In this case, 4-(1-naphthylamino)pent-3-en-2-one serves as the precursor to 1-(benzo[h]quinolin-3-yl)ethanone.
Russian Journal of Organic Chemistry. 2026;62(3):504–510
pages 504–510 views
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