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Synthesis of Bicyclic Diesters of Aromatic Acids 芳香酸双环二酯的合成
IF 0.8 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2026-09-11 DOI: 10.1134/S1070428026603596
V. S. Kadyrly, R. A. Rasulova, E. G. Makhmudova, Kh. M. Мamedova, M. J. Ibrahimova, I. R. Safarova
{"title":"Synthesis of Bicyclic Diesters of Aromatic Acids","authors":"V. S. Kadyrly,&nbsp;R. A. Rasulova,&nbsp;E. G. Makhmudova,&nbsp;Kh. M. Мamedova,&nbsp;M. J. Ibrahimova,&nbsp;I. R. Safarova","doi":"10.1134/S1070428026603596","DOIUrl":"10.1134/S1070428026603596","url":null,"abstract":"<p>Aromatic diesters of bicycloheptanediol and (2-hydroxybicyclo[2.2.1]heptyl)methanol were synthesized in 75–88% yields via the addition of benzoic and phenylacetic acids to 5-acetoxy- and 5-(acetoxymethyl)bicyclo[2.2.1]hept-2-ene in the presence of a KU-2-8 (H<sup>+</sup>) heterogeneous cation exchange resin as a catalyst. The structures of the resulting bicyclic aromatic diesters were confirmed by IR, <sup>1</sup>H, and <sup>13</sup>C NMR spectroscopy, and their physicochemical characteristics were determined.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"62 8","pages":""},"PeriodicalIF":0.8,"publicationDate":"2026-09-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148927849","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Fe3O4@SiO2Pr@Xylose as a Highly Efficient Sustainable Nanocatalyst for the Solvent-Free Synthesis of Diindolylmethane Derivatives Fe3O4@SiO2Pr@木糖作为无溶剂合成二吲哚基甲烷衍生物的高效可持续纳米催化剂
IF 0.8 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2026-09-11 DOI: 10.1134/S107042802560500X
S. H. Heidari, L. Zare Fekri, M. Mokhtary
{"title":"Fe3O4@SiO2Pr@Xylose as a Highly Efficient Sustainable Nanocatalyst for the Solvent-Free Synthesis of Diindolylmethane Derivatives","authors":"S. H. Heidari,&nbsp;L. Zare Fekri,&nbsp;M. Mokhtary","doi":"10.1134/S107042802560500X","DOIUrl":"10.1134/S107042802560500X","url":null,"abstract":"<p>Fe<sub>3</sub>O<sub>4</sub>@SiO<sub>2</sub>Pr@Xylose nanoparticles (NPs) were fabricated and comprehensively characterized via XRD, FT-IR, FE-SEM, TEM, and zeta potential analyses. This magnetic nanocatalyst functions as a highly efficient recyclable heterogeneous system for the synthesis of various diindolylmethane derivatives under solvent-free conditions. All synthesized compounds were characterized by NMR spectroscopy and elemental analysis. The proposed catalytic methodology provides several distinct advantages, including excellent atom economy, rapid reaction kinetics, streamlined workup procedures, and facile magnetic separation. Crucially, the catalyst can be magnetically recovered and reused for at least seven consecutive cycles (including the initial run) with no significant diminution in catalytic efficacy.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"62 6","pages":""},"PeriodicalIF":0.8,"publicationDate":"2026-09-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148927393","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
In Silico and In Vitro Antibacterial Evaluation of Pyrazole Derivatives 吡唑衍生物的体外及硅内抗菌评价
IF 0.8 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2026-09-11 DOI: 10.1134/S107042802560528X
A. Drioueche, H. Lettreuch, M. Khodja, Z. M. Boutaïba
{"title":"In Silico and In Vitro Antibacterial Evaluation of Pyrazole Derivatives","authors":"A. Drioueche,&nbsp;H. Lettreuch,&nbsp;M. Khodja,&nbsp;Z. M. Boutaïba","doi":"10.1134/S107042802560528X","DOIUrl":"10.1134/S107042802560528X","url":null,"abstract":"<p>Building upon previous research on methylated pyrazole homologues, this study reports the syn­thesis of novel pyrazole derivative. The experimental and structural characteristics of alkyl 1-(2-aminophenyl)-5-hydroxy-1<i>H</i>-pyrazole-3-carboxylates were comprehensively investigated using FT-IR, <sup>1</sup>H and <sup>13</sup>C NMR, and mass spectrometry. Additionally, the in vitro antimicrobial activity of the resulting compounds was evaluated against a panel of bacterial and fungal strains. The experimental results demonstrated that several derivatives possess significant potency across most tested strains. The ADMET properties were also assessed, revealing that the synthesized compounds strictly adhere to Lipinski’s rule of five. Furthermore, molecular docking simula­tions were conducted against bacterial (PDB IDs: 3G75 and 6TTG) and fungal (PDB IDs: 4WMZ and 5ESE) protein targets to elucidate their underlying inhibitory mechanisms. These findings indicated that the obtained heterocycles possess favorable pharmacological attributes, including optimal lipophilicity, aqueous solubility, and robust pharmacokinetic profiles, thereby suggesting that these synthesized pyrazole derivatives hold significant potential as promising therapeutic candidates.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"62 6","pages":""},"PeriodicalIF":0.8,"publicationDate":"2026-09-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148927395","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
1,3,4-Thiadiazoles in Drug Discovery: Advances in Synthesis and Diverse Pharmacological Applications 1,3,4-噻二唑在药物发现中的应用：合成进展及多种药理应用
IF 0.8 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2026-09-11 DOI: 10.1134/S1070428025604893
P. Prajapati, S. Patel, P. Patel, H. Kardani, J. Thakkar, T. Barot, P. Vasava
{"title":"1,3,4-Thiadiazoles in Drug Discovery: Advances in Synthesis and Diverse Pharmacological Applications","authors":"P. Prajapati,&nbsp;S. Patel,&nbsp;P. Patel,&nbsp;H. Kardani,&nbsp;J. Thakkar,&nbsp;T. Barot,&nbsp;P. Vasava","doi":"10.1134/S1070428025604893","DOIUrl":"10.1134/S1070428025604893","url":null,"abstract":"<p>This review highlights recent advancements in the synthesis and pharmacological evaluation of 1,3,4-thiadiazole derivatives, with particular emphasis on green and efficient synthetic methodologies. The broad spectrum of biological activities exhibited by these compounds, including antimicrobial, anticancer, antioxidant, and anti-inflammatory properties, underlines the profound utility of the thiadiazole scaffold in medicinal chemistry and rational drug design. This comprehensive overview is intended to guide medicinal chemists in the rational development of novel, highly efficacious 1,3,4-thiadiazole-based lead compounds with optimized safety profiles. Furthermore, the clinical relevance of the 1,3,4-thiadiazole nucleus is discussed in the context of combating escalating multidrug resistance through the deployment of next-generation therapeutics.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"62 6","pages":""},"PeriodicalIF":0.8,"publicationDate":"2026-09-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148927533","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Recent Advances in Chitosan-Based Organic Reactions 壳聚糖基有机反应研究进展
IF 0.8 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2026-09-11 DOI: 10.1134/S1070428025604121
S. N. Mali, H. K. A. Yasin, R. Somani, B. Thorat
{"title":"Recent Advances in Chitosan-Based Organic Reactions","authors":"S. N. Mali,&nbsp;H. K. A. Yasin,&nbsp;R. Somani,&nbsp;B. Thorat","doi":"10.1134/S1070428025604121","DOIUrl":"10.1134/S1070428025604121","url":null,"abstract":"<p>Chitin and its partially deacetylated derivative, chitosan, are abundant natural biopolymers possessing unique structural and functional properties. Chitosan, characterized by its polycationic nature, biocompatibility, and pH-responsive solubility, offers distinct advantages over chitin regarding chemical reactivity and processability. These materials exhibit negligible toxicity and have been extensively utilized in biomedical, environmental, and catalytic applications. Their capacity to form coordination complexes, support catalytically active species, and interact with diverse biological and chemical systems highlights their versatility in modern materials science. This review provides a comprehensive overview of chitosan-based organic transformations documented in recent literature.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"62 6","pages":""},"PeriodicalIF":0.8,"publicationDate":"2026-09-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148927626","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Hydrostannation of Terminal Alkynes Catalyzed by Organozinc Compounds 有机锌化合物催化末端炔的氢锡化反应
IF 0.8 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2026-09-11 DOI: 10.1134/S1070428025604972
Ziyuan Pang, Xin Wen, Yuhang Qiao, Xiaoli Ma, Zhi Yang
{"title":"Hydrostannation of Terminal Alkynes Catalyzed by Organozinc Compounds","authors":"Ziyuan Pang,&nbsp;Xin Wen,&nbsp;Yuhang Qiao,&nbsp;Xiaoli Ma,&nbsp;Zhi Yang","doi":"10.1134/S1070428025604972","DOIUrl":"10.1134/S1070428025604972","url":null,"abstract":"<p>The use of two economically viable and environmentally benign nonprecious-metal organozinc complexes as catalysts for the hydrostannation of terminal alkynes has been reported. Commercially available ZnEt<sub>2</sub> and a laboratory-prepared β-diketiminate ethylzinc complex LZnEt [L = HC(CMeNAr)<sub>2</sub>, Ar = 2,6-(<i>i</i>-Pr)<sub>2</sub>C<sub>6</sub>H<sub>3</sub>] exhibit excellent catalytic efficiency in the hydrostannation of terminal alkynes with Bu<sub>3</sub>SnH, showing a broad substrate scope across aromatic, aliphatic, and alicyclic derivatives. Notably, ZnEt<sub>2</sub> demonstrates slightly higher catalytic activity than LZnEt, whereas the sterically demanding complex LZnEt provides enhanced stereoselectivity, which is attributed to its greater steric hindrance. A plausible mechanism for the ZnEt<sub>2</sub>-catalyzed stannylation of terminal alkynes is proposed based on key reaction intermediates characterized by NMR spectroscopy.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"62 6","pages":""},"PeriodicalIF":0.8,"publicationDate":"2026-09-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148927634","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Effect of Bromine Substitution in the Tetrapyrrole Macrocycle on the Formation and Spectral Fluorescence Properties of Mg(II) Porphyrins 四吡咯大环中溴取代对Mg（II）卟啉形成及光谱荧光性质的影响
IF 0.8 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2026-09-11 DOI: 10.1134/S1070428026603572
N. V. Chizhova, A. E. Likhonina, N. Zh. Mamardashvili
{"title":"Effect of Bromine Substitution in the Tetrapyrrole Macrocycle on the Formation and Spectral Fluorescence Properties of Mg(II) Porphyrins","authors":"N. V. Chizhova,&nbsp;A. E. Likhonina,&nbsp;N. Zh. Mamardashvili","doi":"10.1134/S1070428026603572","DOIUrl":"10.1134/S1070428026603572","url":null,"abstract":"<p>Magnesium(II) 5,15-diphenyl-10,20-dibromoporphyrin, Mg(II) 5,10,15,20-tetra-(4-bromophenyl)porphyrin, and Mg(II) 2-bromo-5,10,15,20-tetraphenylporphyrin are formed by the reaction of the corresponding porphyrins with magnesium acetate in a boiling DMF–ethylene glycol binary solvent. The complex formation of 2,12(13)-dibromo-5,10,15,20-tetraphenylporphyrin and 2,3,12,13-tetrabromo-5,10,15,20-tetraphenylporphyrin with magnesium acetate in DMF formed the corresponding Mg(II) porphyrinates only under reflux, whereas Mg(II) 2,3,7,8,12,13,17-heptabromo-5,10,15,20-tetraphenylporphyrin and Mg(II) 2,3,7,8,12,13,17,18-octabromo-5,10,15,20-tetraphenylporphyrin were formed already at room temperature. The synthesized compounds were identified by UV-Vis and <sup>1</sup>H NMR spectroscopy, mass spectrometry, and elemental analysis. The luminescent properties of the products in toluene were studied, including their Stokes shifts, fluorescence quantum yields, and triplet-state parameters. The effect of tetrapyrrole macrocycle modification on the fluorescence characteristics of the magnesium complexes and the possible pathways of excited-state deactivation were assessed.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"62 8","pages":""},"PeriodicalIF":0.8,"publicationDate":"2026-09-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148927382","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Synthesis, Mesomorphic Behavior, and Thermal Characterization of New 4-n-Alkoxy-3-methoxybenzoic Acid-Based Azoesters: Influence of Alkyl Chain Length and Lateral Substitution 新型4-n-烷氧基-3-甲氧基苯甲酸偶氮酯的合成、介构行为和热表征：烷基链长和侧取代的影响
IF 0.8 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2026-09-11 DOI: 10.1134/S1070428025604546
B. Mevada, U. Bhoya
{"title":"Synthesis, Mesomorphic Behavior, and Thermal Characterization of New 4-n-Alkoxy-3-methoxybenzoic Acid-Based Azoesters: Influence of Alkyl Chain Length and Lateral Substitution","authors":"B. Mevada,&nbsp;U. Bhoya","doi":"10.1134/S1070428025604546","DOIUrl":"10.1134/S1070428025604546","url":null,"abstract":"<p>A new homologous series of azoester derivatives <b>3a</b>–<b>3l</b> was synthesized via Steglich esterification of 4-<i>n</i>-alkoxy-3-methoxybenzoic acids with 4-[(3,4-dichlorophenyl)diazenyl]phenol. Their mesomorphic and thermal properties were investigated using polarizing optical microscopy (POM) and differential scanning calorimetry (DSC). POM studies revealed that the first four homologues <b>3a</b>–<b>3d</b> (C<sub>1</sub>–C<sub>4</sub>) are non-mesomorphic. Conversely, monotropic smectic phases emerge starting from pentyloxy derivative <b>3e</b> (C<sub>5</sub>) and persist up to the hexadecyloxy member <b>3l</b> (C<sub>16</sub>), with the exception of <b>3k</b> (C<sub>14</sub>), which exhibits no mesomorphism. The isotropic-to-smectic (I–Sm) transition temperatures increase with chain length up to C<sub>12</sub>, indicating stabilization of the smectic phase through van der Waals interactions between the extended alkyl chains and the core aromatic systems. DSC analysis confirmed the smectic–isotropic transitions, with enthalpy and entropy trends correlating with molecular order. Notably, <b>3e</b> exhibits the lowest clearpoint among the mesogenic homologues, rendering it the most texturally stable smectic phase upon cooling. Comparative studies with the previously reported homologous series revealed that incorporation of a lateral OMe group decreases the overall thermal stability and narrows the mesophase range due to steric hindrance, although it promotes an earlier onset of the smectic phase. These results elucidate the critical impact of molecular architecture on mesomorphic behavior, driven by a delicate balance between alkyl chain length, lateral substitution, and anisotropic intermolecular interactions.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"62 6","pages":""},"PeriodicalIF":0.8,"publicationDate":"2026-09-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148927396","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
B(C6F5)3-Catalyzed Metal-Free Selective Reduction of α,β-Unsaturated Ketones with Pinacolborane B(C6F5)3催化蒎烷选择性还原α，β-不饱和酮
IF 0.8 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2026-09-11 DOI: 10.1134/S1070428025604066
Zengfeng Zhang, Wenhui Cui, Lanning Liang, Wenhao Xue, Changgang Song, Hong Yu, Yang Cao
{"title":"B(C6F5)3-Catalyzed Metal-Free Selective Reduction of α,β-Unsaturated Ketones with Pinacolborane","authors":"Zengfeng Zhang,&nbsp;Wenhui Cui,&nbsp;Lanning Liang,&nbsp;Wenhao Xue,&nbsp;Changgang Song,&nbsp;Hong Yu,&nbsp;Yang Cao","doi":"10.1134/S1070428025604066","DOIUrl":"10.1134/S1070428025604066","url":null,"abstract":"<p>A B(C<sub>6</sub>F<sub>5</sub>)<sub>3</sub>-catalyzed selective reduction of α,β-unsaturated ketones using pinacolborane (HBpin) has been developed, providing a range of dihydrochalcone derivatives in good to excellent yields. Gram-scale experiments for the selective reduction of α,β-unsaturated ketones were conducted, affording the corresponding products in high yields. The catalytic reduction system composed of B(C<sub>6</sub>F<sub>5</sub>)<sub>3</sub> and HBpin is potentially applicable to other selective reduction reactions.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"62 6","pages":""},"PeriodicalIF":0.8,"publicationDate":"2026-09-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148927537","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
The First Example of a One-Pot Ozonolytic Synthesis of a Macrocyclic Diacylhydrazone from (+)-α-Pinene 一锅臭氧分解合成(+)-α-蒎烯大环二酰基腙的第一例
IF 0.8 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2026-09-11 DOI: 10.1134/S1070428026603560
G. Yu. Ishmuratov, M. P. Yakovleva, I. S. Nazarov, K. M. Saitov
{"title":"The First Example of a One-Pot Ozonolytic Synthesis of a Macrocyclic Diacylhydrazone from (+)-α-Pinene","authors":"G. Yu. Ishmuratov,&nbsp;M. P. Yakovleva,&nbsp;I. S. Nazarov,&nbsp;K. M. Saitov","doi":"10.1134/S1070428026603560","DOIUrl":"10.1134/S1070428026603560","url":null,"abstract":"<p>The first example of a one-pot ozonolytic transformation of a trisubstituted natural alkene (+)-α-pinene (<i>ee</i> 50%) into an optically active 20-membered macrocyclic <i>N</i>-diacylhydrazone under the action of sebacic acid dihydrazide is described.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"62 8","pages":""},"PeriodicalIF":0.8,"publicationDate":"2026-09-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148927575","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
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