{"title":"Electrochemical Carboxylation with CO2 (A Review)","authors":"Yu. H. Budnikova","doi":"10.1134/S1070428024110010","DOIUrl":"10.1134/S1070428024110010","url":null,"abstract":"<p>Carbon dioxide (CO<sub>2</sub>) is a widespread, inexpensive, and renewable source of C1 carbon and the main component of greenhouse gases. Therefore, studies on its efficient conversion into useful products, corresponding to the principles of sustainable development, have received considerable attention in recent years. Electrochemical organic synthesis, as an environmentally friendly, mild, and selective approach, is considered an ideal tool for the utilization of CO<sub>2</sub> and its use as a reagent. This review summarizes recent advances in the field of electrocarboxylation involving CO<sub>2</sub> as a precursor in reactions of various types, which reveal a high potential of such transformations in the synthesis of green organics. Special attention is given to processes at the late stage of functionalization of complex molecules that are promising for use in pharmaceutical chemistry.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"60 11","pages":"2055 - 2085"},"PeriodicalIF":0.8,"publicationDate":"2025-01-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143109611","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}
{"title":"Recent Advances in (Di)Azafluorene Chemistry (A Review)","authors":"E. B. Rakhimova, V. Yu. Kirsanov","doi":"10.1134/S1070428024110022","DOIUrl":"10.1134/S1070428024110022","url":null,"abstract":"<p>The review systematizes and summarizes recent results on the synthesis of aza- and diazafluorenes and their physicochemical properties and biological activity.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"60 11","pages":"2086 - 2107"},"PeriodicalIF":0.8,"publicationDate":"2025-01-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143109612","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}
Dhruv P. Darji, Hitendra Mali, Bhavesh R. Pansuriya
{"title":"Mesomorphism in Relation to Laterally Substituted Homologous Series with Azo and Azomethine Linkages","authors":"Dhruv P. Darji, Hitendra Mali, Bhavesh R. Pansuriya","doi":"10.1134/S1070428024130207","DOIUrl":"10.1134/S1070428024130207","url":null,"abstract":"<p>(<i>E</i>)-<i>N</i>-(4-Alkyloxybenzylidene)-4-((<i>E</i>)-phenyldiazenyl)aniline (<b>9a–9e</b>) and (<i>E</i>)-<i>N</i>-(4-alkyloxy-3-methoxybenzylidene)-4-((<i>E</i>)-phenyldiazenyl)aniline (<b>10a–10e</b>), containing –N=N– and –CH=N– linkages, were synthesized and studied for their mesogenic behavior. All synthesized compounds exhibited enantiotropic smectic behavior and followed a typical transition curve. Thermal phase transitions were recorded using a polarizing optical microscope equipped with a heating stage. The structures of the synthesized compounds were confirmed based on <sup>1</sup>H NMR and IR spectral analyses. The introduction of a methoxy (–OCH<sub>3</sub>) substitution at the <i>ortho</i> position in a phenyl ring with a terminal alkyl chain resulted in a lower Cr–Sm phase transition temperature and decreased thermal stability. The average onset of the smectic phase for <b>9a–9e</b> was 55.6°C, whereas for <b>10a–10e</b>, it was 84.2°C. Comparatively, the average thermal stability for the unsubstituted homologous series was 130.2°C, whereas for the methoxy-substituted homologous series, it was 83.4°C.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"60 1 supplement","pages":"S152 - S159"},"PeriodicalIF":0.8,"publicationDate":"2025-01-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142940950","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}
{"title":"Novel 1,3,4-Thiadiazole-2-yl-pyrimidine Derivatives In Vitro and the Etymology of Antifungal Activity","authors":"B. Andrews, S. Sudarsan, A. Leo Michael Durairaj","doi":"10.1134/S1070428024130037","DOIUrl":"10.1134/S1070428024130037","url":null,"abstract":"<p>An array of 5-(5-amino-1,3,4-thiadiazole-2-yl)-3,4-dihydro-6-methyl-4-phenyl-pyrimidin-2(1<i>H</i>)-one derivatives (<b>3a</b>–<b>3j</b>) were synthesized. The synthesized chemicals effectively suppressed fungus activities. IR, <sup>1</sup>H, <sup>13</sup>C NMR, GC-MS, and Elemental analysis techniques were used to analyze the structures of the newly synthesized compounds. The majority of substances, compared to standard Amphotericin-B, have demonstrated promising antifungal activity.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"60 1 supplement","pages":"S22 - S27"},"PeriodicalIF":0.8,"publicationDate":"2025-01-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142941271","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}
Manoj P. Palve, Jaysing M. Dinore, Amol V. Sapkal, Ajeet A. Yelwande, Rajita D. Ingle
{"title":"Green Synthesis of Bioactive Polyhydroquinoline Derivatives via Hantzsch Condensation Using Sulfanilic Acid as a Versatile and Efficient Catalyst","authors":"Manoj P. Palve, Jaysing M. Dinore, Amol V. Sapkal, Ajeet A. Yelwande, Rajita D. Ingle","doi":"10.1134/S1070428024130165","DOIUrl":"10.1134/S1070428024130165","url":null,"abstract":"<p>A straightforward and efficient synthetic approach for creating polyhydroquinoline derivatives by the Hantzsch reaction using sulfanilic acid as a versatile and efficient catalyst has been proposed. These polyhydroquinoline derivatives are notable for their diverse forms of biological activity. The structures of the synthesized compounds were confirmed using spectroscopic techniques. This methodology provides several advantages, including high yields, cost-effectiveness, time efficiency, environmental friendliness, and operational simplicity.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"60 1 supplement","pages":"S121 - S127"},"PeriodicalIF":0.8,"publicationDate":"2025-01-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142940946","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}
{"title":"Synthesis, Biological Activity, and Molecular Docking Study of New Triazoline Derivatives Using 2-Amino-5-p-subtituted Phenyl-1,3,4-thiadiazoles","authors":"Khadija Najah Zaidane, Ahmed Wahed Naser","doi":"10.1134/S1070428024130104","DOIUrl":"10.1134/S1070428024130104","url":null,"abstract":"<p>In this study, new heterocyclic compounds containing 1,3,4-thiadiazole derivatives were synthesized. FT-IR, <sup>1</sup>H NMR, and <sup>13</sup>C NMR spectroscopy were used to identify the title compounds. In addition, some produced compounds were tested <i>in vitro</i> to assess their antimicrobial effectiveness against various microorganisms such as <i>Escherichia coli</i> and <i>Staphylococcus aureus</i>, demonstrating that some of these compounds exhibit very good antibacterial activity. Molecular docking of some of the synthesized compounds showed good results. 1,3,4-Thiadiazole derivatives (<b>1a</b>, <b>1b</b>) were prepared by a reaction of <i>p</i>-nitrobenzoic acid or <i>p</i>-toluic acid with thiosemicarbazide in the presence of POCl<sub>3</sub>. Alkylation of compounds <b>1a</b>,<b> 1b</b> with allyl bromide produced <i>N</i>-allyl thiadiazoles <b>2a</b>, <b>2b</b>. Cyclization of the prepared <i>p</i>-substituted azidobenzene and alkyl azides with compounds <b>2a</b>, <b>2b</b> resulted in the corresponding 1,4-disubstituted triazoline derivatives <b>3a</b>–<b>3h</b> and <b>4a</b>–<b>4d</b>. Molecular docking studies with the target 6ul7 indicated favorable docking scores and binding interactions for the newly synthesized compounds, highlighting their potential as effective antimicrobial agents.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"60 1 supplement","pages":"S70 - S77"},"PeriodicalIF":0.8,"publicationDate":"2025-01-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142940954","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}
N. M. Hassanin, T. E. Ali, M. A. Assiri, S. M. Abdel-Kariem
{"title":"Design and Synthesis of Some Novel Phosphorus Heterocycles-Based Coumarin Derivatives as Promising Anticancer Agents","authors":"N. M. Hassanin, T. E. Ali, M. A. Assiri, S. M. Abdel-Kariem","doi":"10.1134/S1070428024130268","DOIUrl":"10.1134/S1070428024130268","url":null,"abstract":"<p>An efficient method was developed for the synthesis of eight novel functionalized 1,2,4,3-triazaphospholes and one 1,3,2-thiazaphosphinine incorporating a coumarin ring. Additionally, two interesting examples of diethyl coumarinyl phosphonate and diethyl chromeno-[3,4-<i>c</i>][1,2,4]triazolo[4,3-<i>a</i>]pyridinyl phosphonate were obtained. The proposed methodology involved the treatment of <i>N'</i>-benzoyl-2-oxo-2<i>H</i>-chromene-3-carbohydrazonamide (<b>2</b>) with various phosphorus agents, including phosphorus halides, phosphorus triamide, phosphorus esters, and phosphorus sulfides. IR, NMR, and mass spectrometric methods were used to confirm the structures of the prepared compounds. The antiproliferative properties of the isolated compounds were screened against HepG-2, MCF-7, and A549 cancer cells. The products <b>5</b>, <b>7</b>, <b>9</b>, and <b>10</b> exhibited excellent cytotoxic properties compared with doxorubicin. These four bioactive compounds have low toxicity in healthy human HFB4 cells.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"60 1 supplement","pages":"S223 - S235"},"PeriodicalIF":0.8,"publicationDate":"2025-01-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142941082","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}
{"title":"Solvent-Free Synthesis of Pyrazole Derivatives Mediated by Cobalt-Doped Iron Tartarate","authors":"S. B. Jagtap, A. S. Patki, D. B. Muley","doi":"10.1134/S1070428024130013","DOIUrl":"10.1134/S1070428024130013","url":null,"abstract":"<p>A novel, green, and economically viable method for the one-pot synthesis of 5-amino pyrazole 4-carbonitrile has been established. This approach features the solvent-free reaction between substituted benzaldehyde, malononitrile, and phenyl hydrazine catalyzed by CoFe<sub>2</sub>(C<sub>4</sub>H<sub>4</sub>O<sub>6</sub>)<sub>3</sub>·6H<sub>2</sub>O. The elimination of solvent renders this methodology highly attractive from both cost-effective and environmental perspective. Moreover, the optimized reaction conditions offer operational simplicity, utilize readily available and affordable starting materials, and deliver good to excellent yields (72–92%). The versatility of this protocol is demonstrated by the successful synthesis of ten distinct pyrazole derivatives.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"60 1 supplement","pages":"S1 - S8"},"PeriodicalIF":0.8,"publicationDate":"2025-01-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142941272","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}
{"title":"Efficient Synthesis of Bis(indolyl)methane Compounds in the Presence of Recyclable Nickel Oxide/Alumina Nanocatalyst","authors":"Bita Baghernejad, Hamoun Naseri, O. Marvi","doi":"10.1134/S1070428024130190","DOIUrl":"10.1134/S1070428024130190","url":null,"abstract":"<p>Bis(indolyl)methane derivatives, known for anticancer, antimicrobial, and antioxidant properties, have garnered significant research interest. This study reports an efficient and environmentally friendly method for synthesizing bis(indolyl)methanes via a one-pot reaction between indole and aromatic aldehydes using a nickel oxide/alumina nanocatalyst. The catalyst was prepared by co-precipitation of nickel nitrate hexahydrate and urea in the presence of γ-Al<sub>2</sub>O<sub>3</sub>, followed by calcination, and characterized using TEM and SEM techniques to confirm its nanoscale morphology. The reactions were performed in water as a solvent under reflux conditions, giving high product yields (up to 97%) within short reaction times (15 min). All the catalyst is inferior of the known CeO<sub>2</sub> catalyst, it allows the use of water instead of chloroform as a solvent. The catalyst was successfully recycled up to five times without significant loss in efficiency, demonstrating its stability and reusability. Experimental methods included monitoring the reaction progress using thin-layer chromatography and product characterization by IR and NMR spectroscopy. The proposed method for the synthesis of bis(indolyl)methane derivatives offers advantages such as simple product separation, low catalyst consumption, and minimal purification losses, presenting a sustainable and effective approach for the synthesis of bis(indolyl)methanes.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"60 1 supplement","pages":"S147 - S151"},"PeriodicalIF":0.8,"publicationDate":"2025-01-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142940945","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}
{"title":"A Greener and Economical Synthesis of Hexahydroacridine-1,8(2H,5H)-diones Using 2-Aminopyrazine Catalyst Through Mortar-Pestle Grinding Approach with Their Computational Study","authors":"Harish Kumar Edapu, Sathyanarayana Boodida, Ramakanth Pagadala, Thirupathi Damera","doi":"10.1134/S1070428024130128","DOIUrl":"10.1134/S1070428024130128","url":null,"abstract":"<p>A green, simple, and economical protocol was used to synthesize hexahydroacridine-1,8(2<i>H</i>,5<i>H</i>)-dione derivatives. This tandem synthesis uses substituted arylaldehydes, dimedone/cyclohexane-1,3-dione, and NH<sub>4</sub>Cl, and is catalyzed by 2-aminopyrazine (10 mol %) in a three-component, one-pot, and mortar-pestle grinding process. The 2-aminopyrazine acts as an eco-friendly and low-cost organic compound. This unique technique offers additional benefits such as affordability, ease of management of the synthetic procedures, an ambient temperature of the reaction, a reduced reaction time, and a short/easy filtration procedure to achieve an outstanding output percentage. The elimination of hazardous solvents, column-based chromatography, and metal catalysts make the synthesis process more ecologically benign. A computational study of the synthesized compounds was conducted to assess their drug-like characteristics.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"60 1 supplement","pages":"S85 - S94"},"PeriodicalIF":0.8,"publicationDate":"2025-01-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142941080","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}