N. N. Makhmudiyarova, I. R. Ishmukhametova, U. M. Dzhemilev
{"title":"Synthesis of Macrocyclic Tetraoxadithiaspiroalkanes in the Presence of Lanthanide Catalysts","authors":"N. N. Makhmudiyarova, I. R. Ishmukhametova, U. M. Dzhemilev","doi":"10.1134/S1070428024603765","DOIUrl":"10.1134/S1070428024603765","url":null,"abstract":"<p>An efficient method has been developed for the synthesis of macrocyclic tetraoxadithiaspiroalkanes by the cyclocondensation of alkane-α,ω-dithiols (butane-1,4-dithiol, pentane-1,5-dithiol, and hexane-1,6-dithiol) with 1,1-dihydroperoxycycloalkanes and formaldehyde in the presence of lanthanide catalysts.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"61 3","pages":"367 - 373"},"PeriodicalIF":0.8,"publicationDate":"2025-05-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143919094","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}
Yuxia Liu, Zhaoyang Fan, Qi Liu, Mingyang Lv, Xinyu Dai
{"title":"Development of Isosteviol-Based Bifunctional Thiourea Organocatalysts for Michael Addition of Aromatic Ketones and Nitroalkenes","authors":"Yuxia Liu, Zhaoyang Fan, Qi Liu, Mingyang Lv, Xinyu Dai","doi":"10.1134/S1070428024603662","DOIUrl":"10.1134/S1070428024603662","url":null,"abstract":"<p>Chiral 1,2-diphenylethylenediamine (DPEN) was introduced into isosteviol-derived thiourea organocatalyst to promote the Michael addition of aromatic ketones and nitroalkenes. Under neutral conditions, the new isosteviol-DPEN thiourea catalyst provides high yield (up to 98%) and enantioselectivity (up to 97%) of the Michael addition products with dual stereoselective control. Furthermore, the isosteviol-DPEN thiourea catalyst showed sufficient recyclability and maintained the stereoselectivity in five reuse cycles.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"61 3","pages":"484 - 491"},"PeriodicalIF":0.8,"publicationDate":"2025-05-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143919106","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 and Transformations of O-Propargyl Analogues of Fusidic Acid","authors":"E. V. Salimova, D. A. Golovnina, L. V. Parfenova","doi":"10.1134/S1070428024604618","DOIUrl":"10.1134/S1070428024604618","url":null,"abstract":"<p>In continuation of our studies of modification of fusidane triterpenoids, <i>O</i>-propargyl fragment has been introduced at C<sup>3</sup> of fusidic acid methyl ester, and the resulting <i>O</i>-propargyl ether was subjected to copper(I)-catalyzed transformations to obtain aminomethyl, phenylacetylene, and 1,2,3-triazole derivatives.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"61 3","pages":"412 - 418"},"PeriodicalIF":0.8,"publicationDate":"2025-05-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143919108","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":"Three-Component Synthesis of Novel 3H-Pyrrolo[3,2-f]quinoline Derivatives","authors":"Huan-Huan Yan, Dong-Sheng Chen","doi":"10.1134/S107042802460414X","DOIUrl":"10.1134/S107042802460414X","url":null,"abstract":"<p>A one-pot three-component reaction of quinolin-6-amine, arylglyoxals, and cyclohexane-1,3-diones in the presence of acetic acid as a catalyst in ethanol under reflux conditions afforded a series of novel 3<i>H</i>-pyrrolo[3,2-<i>f</i>]quinoline derivatives in good yields.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"61 3","pages":"504 - 510"},"PeriodicalIF":0.8,"publicationDate":"2025-05-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143919109","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":"Spiro Heterocyclization of 1-Antipyryl-4-aroyl-5-methoxycarbonyl-1H-pyrrole-2,3-diones with Dimedone","authors":"V. A. Lyadov, E. S. Denislamova, A. N. Maslivets","doi":"10.1134/S1070428023602650","DOIUrl":"10.1134/S1070428023602650","url":null,"abstract":"<p>1-Antipyryl-4-aroyl-5-methoxycarbonyl-1<i>H</i>-pyrrole-2,3-diones reacted with dimedone (5,5-dimethylcyclohexane-1,3-dione) to give 1′-antipyryl-3′-aroyl-4′-hydroxy-6,6-dimethyl-6,7-dihydrospiro[benzofuran-3,2′-pyrrole]-2,4,5′(1′<i>H</i>,5<i>H</i>)-triones.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"61 3","pages":"558 - 560"},"PeriodicalIF":0.8,"publicationDate":"2025-05-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143919125","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":"Strategic Synthesis and Antimycobacterial Evaluation of Coumarin- and Quinoline-Substituted s-Triazine Derivatives via Palladium-Catalyzed Suzuki Coupling","authors":"J. B. Mahyavanshi, J. V. Pandya, M. R. Solanki","doi":"10.1134/S1070428024603534","DOIUrl":"10.1134/S1070428024603534","url":null,"abstract":"<p>A novel and efficient synthetic pathway was devised for the preparation of 4-{4-anilino-6-[(quinolin-8-yl)oxy]-1,3,5-triazin-2-yl}benzonitriles and 4-{4-anilino-6-[(2-oxo-2<i>H</i>-1-benzopyran-8-yl)oxy]-1,3,5-triazin-2-yl}benzonitriles via palladium-catalyzed Suzuki coupling reaction. This approach allowed precise synthesis of <i>s</i>-triazine derivatives. In vitro antimycobacterial testing against <i>Mycobacterium tuberculosis</i> H37Rv demonstrated notable efficacy, especially of the coumarin derivatives. The structural identity and purity of the products were confirmed through IR, ¹H and ¹³C NMR, and mass spectrometry.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"61 3","pages":"456 - 461"},"PeriodicalIF":0.8,"publicationDate":"2025-05-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143918938","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}
E. V. Koroleva, A. L. Ermolinskaya, Zh. V. Ignatovich, O. V. Panibrat, Thi-Kim-Dung Hoang, Thi-Kim-Chi Huynh, Thi-Cam-Thu Nguyen
{"title":"Synthesis and Antiproliferative Activity of 4-(1H-Benzimidazol-2-yl)-N-{3-[(pyrimidin-2-yl)amino]phenyl}benzamides as Potential Protein Kinase Inhibitors","authors":"E. V. Koroleva, A. L. Ermolinskaya, Zh. V. Ignatovich, O. V. Panibrat, Thi-Kim-Dung Hoang, Thi-Kim-Chi Huynh, Thi-Cam-Thu Nguyen","doi":"10.1134/S1070428024604679","DOIUrl":"10.1134/S1070428024604679","url":null,"abstract":"<p>The results of studying the synthesis and antiproliferative activity of new 4-(1<i>H</i>-benzimidazol-2-yl)benzamides containing pharmacophoric 2aminopyrimidine and pyridine moieties are reported. The target compounds were obtained by the acylation of <i>N</i>-(pyrimidin-2-yl)-<i>m</i>-phenylenediamines with 4-(1<i>H</i>-benzimidazol-2-yl)benzoyl chloride or by the aminolysis 4-(1<i>H</i>-benzimidazol-2-yl)benzoic acid with the same amines. The synthesized compounds were evaluated for their in vitro antiproliferative activity against stable human tumor cell lines K562, HL-60, RPMI 1788, and HeLa.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"61 3","pages":"378 - 384"},"PeriodicalIF":0.8,"publicationDate":"2025-05-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143919095","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":"Reaction of 1-Antipyryl-4-aroyl-5-methoxycarbonyl-1H-pyrrole-2,3-diones with N-Substituted and N-Unsubstituted 3-Amino-5,5-dimethylcyclohex-2-en-1-ones","authors":"V. A. Lyadov, E. S. Denislamova, A. N. Maslivets","doi":"10.1134/S1070428024603996","DOIUrl":"10.1134/S1070428024603996","url":null,"abstract":"<p>Nucleophilic transformations of <i>N</i>-antipyryl-substituted 1<i>H</i>-pyrrole-2,3-diones by the action of enamines derived from dimedone as 1,3-C,N-binucleophiles afforded 1′-antipyryl-3′-aroyl-4′-hydroxy-6,6-dimethyl-6,7-dihydrospiro[indole-3,2′-pyrrole]-2,4,5′(1<i>H</i>,1′<i>H</i>,5<i>H</i>)-triones and 1′-antipyryl-1-aryl-3′-aroyl-4′-hydroxy-6,6-dimethyl-6,7-dihydrospiro[indole-3,2′-pyrrole]-2,4,5′(1<i>H</i>,1′<i>H</i>,5<i>H</i>)-triones.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"61 3","pages":"374 - 377"},"PeriodicalIF":0.8,"publicationDate":"2025-05-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143919096","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}
R. E. Margaryan, G. V. Stepanyan, A. A. Aghekyan, H. A. Panosyan, S. A. Arutyunyan, A. S. Tsatinyan, M. S. Grigoryan, G. G. Mkryan
{"title":"Synthesis and Sympatholytic and Adrenomimetic Activities of Amino Amides and Amino Esters Based on 1-(1,3-Benzodioxol-5-yl)cyclopentane- and 4-(1,3-Benzodioxol-5-yl)tetrahydro-2H-pyran-4-carboxylic Acids","authors":"R. E. Margaryan, G. V. Stepanyan, A. A. Aghekyan, H. A. Panosyan, S. A. Arutyunyan, A. S. Tsatinyan, M. S. Grigoryan, G. G. Mkryan","doi":"10.1134/S107042802560010X","DOIUrl":"10.1134/S107042802560010X","url":null,"abstract":"<p>The reactions of 2-(1,3-benzodioxol-5-yl)acetonitrile with 1,4-dibromobuthane and 2,2′-bis(2-chloroethyl) ether gave 1-(1,3-benzodioxol-5-yl)cyclopentane- and 4-(1,3-benzodioxol-5-yl)tetrahydro-2<i>H</i>-pyran-4-carbonitriles which were hydrolyzed in alkaline medium to the corresponding carboxylic acids, and the latter were converted to acid chlorides. 1-(1,3-Benzodioxol-5-yl)cyclopentane- and 4-(1,3-benzodioxol-5-yl)tetrahydro-2<i>H</i>-pyran-4-carbonyl chlorides reacted with <i>N</i>,<i>N</i>-dialkylaminoalkyl- and hetarylalkylamines, as well as with <i>N</i>,<i>N</i>-dialkylaminoalkanols and hetarylalkanols, to afford the target (1,3-benzodioxol-5-yl)cyclopentane(tetrahydropyran)carboxamides and (1,3-benzodioxol-5-yl)cyclopentane(tetrahydropyran)carboxylates. The synthesized compounds were evaluated for their effects on the cardiovascular system and blood hemodynamics.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"61 3","pages":"403 - 411"},"PeriodicalIF":0.8,"publicationDate":"2025-05-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143919107","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":"Bioautography and Synthesis of Ribavirin Analogues as Possible Nucleosidase Inhibitors","authors":"A. Srinivas","doi":"10.1134/S1070428024604382","DOIUrl":"10.1134/S1070428024604382","url":null,"abstract":"<p>Ribavirin analogues were synthesized starting from D-glucose through a series of reactions. The structure of the synthesized compounds was confirmed by IR, NMR, and mass spectrometry. Their nucleosidase enzyme inhibitory activity was tested using TLC bioautography. Almost all of the compounds exhibited enzyme inhibitory activity.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"61 3","pages":"527 - 534"},"PeriodicalIF":0.8,"publicationDate":"2025-05-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143919112","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}