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Russian Journal of Organic Chemistry最新文献

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Regioselective Triphenylphosphine-Induced Rearrangement in the Synthesis of 2,4-Dienoates 2,4-二烯酸酯合成中三苯基膦诱导的区域选择性重排
IF 0.9 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2026-04-28 DOI: 10.1134/S1070428026600191
G. M. Gindullina, A. N. Lobov, I. M. Sakhautdinov
{"title":"Regioselective Triphenylphosphine-Induced Rearrangement in the Synthesis of 2,4-Dienoates","authors":"G. M. Gindullina,&nbsp;A. N. Lobov,&nbsp;I. M. Sakhautdinov","doi":"10.1134/S1070428026600191","DOIUrl":"10.1134/S1070428026600191","url":null,"abstract":"<p>An efficient and selective method has been proposed for the synthesis of 2,4-dienoates via triphenyl­phosphine-induced rearrangement of 2,3-dienoates obtained from <i>N</i>-phthaloyl amino acids.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"62 3","pages":""},"PeriodicalIF":0.9,"publicationDate":"2026-04-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147754445","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
One-Step Synthesis of New m-Phenylene-Bridged Bis(1H-1,2,4-triazoles) 新型间苯桥接双（1h -1,2,4-三唑）的一步合成
IF 0.9 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2026-04-28 DOI: 10.1134/S1070428026602621
E. V. Morozov, D. A. Kolesnik, I. P. Yakovlev, T. L. Semakova, P. O. Levshukova, G. V. Ksenofontova
{"title":"One-Step Synthesis of New m-Phenylene-Bridged Bis(1H-1,2,4-triazoles)","authors":"E. V. Morozov,&nbsp;D. A. Kolesnik,&nbsp;I. P. Yakovlev,&nbsp;T. L. Semakova,&nbsp;P. O. Levshukova,&nbsp;G. V. Ksenofontova","doi":"10.1134/S1070428026602621","DOIUrl":"10.1134/S1070428026602621","url":null,"abstract":"<p>Recyclization reactions provide a powerful tool in modern organic synthesis for constructing new molecular structures. Bis(1<i>H</i>-1,2,4-triazole) derivatives exhibit a broad spectrum of biological activity, including antifungal, antibacterial, analgesic, anti-neurodegenerative activities and are capable of inhibiting DNA methylation in a sarcoma 180 model, which confirms their importance for medicinal chemistry and experimental pharmacology. Herein, we report the recyclization of 4-hydroxy-6<i>H</i>-1,3-oxazin-6-ones with <i>m</i>-phenylenedihydrazine, leading to the formation of new <i>m</i>-phenylene-bridged bis(1<i>H</i>-1,2,4-triazole) deriva­tives. A probable reaction mechanism was proposed, the effect of some solvents on the product yield was studied, and optimal reaction conditions were found. The structure of the newly synthesized bis(1<i>H</i>-1,2,4-triazole) derivatives was confirmed by <sup>1</sup>H and <sup>13</sup>C NMR spectroscopy and mass spectrometry.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"62 3","pages":""},"PeriodicalIF":0.9,"publicationDate":"2026-04-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147754443","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
Modern Methods of Synthesis, Chemical Properties, and Scope of Application of Betti Bases 贝蒂碱的现代合成方法、化学性质及应用范围
IF 0.9 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2026-04-28 DOI: 10.1134/S1070428025605369
N. N. Stepkina, A. V. Velikorodov
{"title":"Modern Methods of Synthesis, Chemical Properties, and Scope of Application of Betti Bases","authors":"N. N. Stepkina,&nbsp;A. V. Velikorodov","doi":"10.1134/S1070428025605369","DOIUrl":"10.1134/S1070428025605369","url":null,"abstract":"<p>The review systemizes literature data on the synthesis, chemical transformations, and application of Bett bases over a period of 2004 to 2025. Various aspects of the classical Betti reaction, including conditions, catalysts, solvents, selectivity, mechanism, and compliance with the “green” chemistry principles, are con­sidered in detail. The effects of different catalysts on the yield, reaction time, and selectivity are compared. Particular attention is given to the transformations of Betti bases, especially oxidative cyclization reactions, rearrangements, reactions with nucleophilic and electrophilic reagents, as well as reactions involving <i>o</i>-quinone methides generated therefrom. The stereochemical output of the reactions with chiral substrates is analyzed with respect to chiral auxiliary, substituent nature, catalyst, and solvent. Examples of application of Betti bases in both fundamental research (as ligands in asymmetric catalysis) and applied fields, such as medicinal chemistry and pharmacology, are given.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"62 3","pages":""},"PeriodicalIF":0.9,"publicationDate":"2026-04-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147754447","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
Reaction of Bis(4-hydroxy-6H-1,3-oxazin-6-ones) with 1,3-Binucleophiles 双（4-羟基- 6h -1,3-恶嗪-6-酮）与1,3-二亲核试剂的反应
IF 0.9 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2026-04-28 DOI: 10.1134/S1070428026602633
M. P. Novikova, D. A. Kolesnik, A. A. Varvarkina, P. O. Levshukova, I. P. Yakovlev, G. V. Ksenofontova, E. N. Kirillova
{"title":"Reaction of Bis(4-hydroxy-6H-1,3-oxazin-6-ones) with 1,3-Binucleophiles","authors":"M. P. Novikova,&nbsp;D. A. Kolesnik,&nbsp;A. A. Varvarkina,&nbsp;P. O. Levshukova,&nbsp;I. P. Yakovlev,&nbsp;G. V. Ksenofontova,&nbsp;E. N. Kirillova","doi":"10.1134/S1070428026602633","DOIUrl":"10.1134/S1070428026602633","url":null,"abstract":"<p>The reaction of 2,2′-[1,3(4)-phenylene]bis(4-hydroxy-6<i>H</i>-1,3-oxazin-6-ones) with 1,3-binucleo­philes (amidines and guanidine) in boiling methanol in the presence of sodium methoxide involved recyclization with the formation of the corresponding bis-1,3,5-triazine derivatives. The reaction time and yield (65–77%) were found to be determined by the amidine nucleophilicity and substrate structure. The structure of the synthesized compounds was confirmed by <sup>1</sup>H and <sup>13</sup>C NMR spectra.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"62 3","pages":""},"PeriodicalIF":0.9,"publicationDate":"2026-04-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147754454","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 of 1-(2-Methylbenzo[h]quinolin-3-yl)ethanone by the Reaction of Pentane-2,4-diones with Naphthalen-1-amine 戊烷-2,4-二酮与萘-1-胺反应合成1-（2-甲基苯并[h]喹啉-3-基）乙酮
IF 0.9 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2026-04-28 DOI: 10.1134/S1070428026600154
L. A. Baeva, R. M. Nugumanov, T. R. Nugumanov
{"title":"Synthesis of 1-(2-Methylbenzo[h]quinolin-3-yl)ethanone by the Reaction of Pentane-2,4-diones with Naphthalen-1-amine","authors":"L. A. Baeva,&nbsp;R. M. Nugumanov,&nbsp;T. R. Nugumanov","doi":"10.1134/S1070428026600154","DOIUrl":"10.1134/S1070428026600154","url":null,"abstract":"<p>The reaction of 3-[(alkylsulfanyl)methyl]pentane-2,4-diones with naphthalen-1-amine in the presence of a catalytic amount of acetic acid afforded 1-(2-methylbenzo[<i>h</i>]quinolin-3-yl)ethanone. This transformation was presumed to proceed as a consecutive process including the formation of β-enamino ketone, elimination of alkanethiol from the latter, Friedel–Crafts intramolecular cyclization with the participation of the new double bond, and oxidative aromatization. 1-(Benzo[<i>h</i>]quinolin-3-yl)ethanone was also obtained by the three-component condensation of pentane-2,4-dione, formaldehyde, and naphthalen-1-amine in the presence of acetic acid. In this case, the precursor of 1-(benzo[<i>h</i>]quinolin-3-yl)ethanone is 4-(naphthalen-1-ylamino)pent-3-en-2-one.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"62 3","pages":""},"PeriodicalIF":0.9,"publicationDate":"2026-04-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147754449","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
Aza-Michael Reaction of β-Fluoro-β-nitrostyrenes β-氟-β-硝基苯乙烯的Aza-Michael反应
IF 0.9 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2026-04-28 DOI: 10.1134/S1070428026600440
A. S. Aldoshin, J. Zhang, V. E. Shambalova, V. G. Nenajdenko
{"title":"Aza-Michael Reaction of β-Fluoro-β-nitrostyrenes","authors":"A. S. Aldoshin,&nbsp;J. Zhang,&nbsp;V. E. Shambalova,&nbsp;V. G. Nenajdenko","doi":"10.1134/S1070428026600440","DOIUrl":"10.1134/S1070428026600440","url":null,"abstract":"<p>The high efficiency of Michael addition of amines to β-fluoro-β-nitrostyrenes has been demonstrated for wide ranges of primary amines and nitrostyrenes. The reaction smoothly proceeds at room temperature without a catalyst. A number of new fluorine-containing Michael adducts have been synthesized in up to quantitative yield.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"62 3","pages":""},"PeriodicalIF":0.9,"publicationDate":"2026-04-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147754455","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
S-Alkylation of 1-Aryl-7,8-dimethoxy-3,5-dihydro-4H-2,3-benzodiazepine-4-thiones 1-芳基-7,8-二甲氧基-3,5-二氢- 4h -2,3-苯二氮卓-4-硫酮的s -烷基化反应
IF 0.9 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2026-04-28 DOI: 10.1134/S1070428026600221
V. Yu. Popov, M. A. Orlov, N. V. Glinyanaya
{"title":"S-Alkylation of 1-Aryl-7,8-dimethoxy-3,5-dihydro-4H-2,3-benzodiazepine-4-thiones","authors":"V. Yu. Popov,&nbsp;M. A. Orlov,&nbsp;N. V. Glinyanaya","doi":"10.1134/S1070428026600221","DOIUrl":"10.1134/S1070428026600221","url":null,"abstract":"<p>A series of new <i>N</i>-aryl-2-[(1-aryl-7,8-dimethoxy-5<i>H</i>-2,3-benzodiazepin-4-yl)sulfanyl]acetamides were synthesized by the S-alkylation of 1-aryl-7,8-dimethoxy-3,5-dihydro-4<i>H</i>-2,3-benzodiazepine-4-thiones with <i>N</i>-aryl-2-chloroacetamides. The reaction of 2,3-benzodiazepine-4-thiones with chloroacetic acid in the presence of bases afforded the corresponding 1-aryl-7,8-dimethoxy-3,5-dihydro-4<i>H</i>-2,3-benzodiazepin-4-ones in high yields instead of the expected alkylation products. The two-dimensional <sup>1</sup>H–<sup>13</sup>C NMR spectra (HSQC, HMBC) of 2-{[1-(4-bromophenyl)-7,8-dimethoxy-5<i>H</i>-2,3-benzodiazepin-4-yl]sulfanyl}-<i>N</i>-phenylacetamide were analyzed.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"62 3","pages":""},"PeriodicalIF":0.9,"publicationDate":"2026-04-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147754452","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 of Pyrrolo[3,4-c]pyridine Derivatives with an Aromatic Substituent Affecting the Sensitivity of Fluorescence Detection of Mercury(II) Ions 含芳香取代基吡咯[3,4-c]吡啶衍生物影响汞（II）离子荧光检测灵敏度的合成
IF 0.9 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2026-04-28 DOI: 10.1134/S107042802660021X
E. N. Ramskaya, Ya. S. Kayukov, I. N. Bardasov
{"title":"Synthesis of Pyrrolo[3,4-c]pyridine Derivatives with an Aromatic Substituent Affecting the Sensitivity of Fluorescence Detection of Mercury(II) Ions","authors":"E. N. Ramskaya,&nbsp;Ya. S. Kayukov,&nbsp;I. N. Bardasov","doi":"10.1134/S107042802660021X","DOIUrl":"10.1134/S107042802660021X","url":null,"abstract":"<p>Ethoxy derivatives of pyrrolo[3,4-<i>c</i>]pyridine have been synthesized by dehydroxyalkoxylation of the corresponding hydroxy derivatives on heating in boiling ethanol in the presence of sulfuric acid. The synthesized compounds have been studied as reagents for the fluorometric determination of mercury(II) ions. Leading compounds containing a 4-chloro- or 4-bromophenyl substituent showed Hg(II) detection limits of 0.43×10<sup>–6</sup> or 0.92×10<sup>–6</sup> M, respectively, these values are comparable with those of existing small molecule-based reagents.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"62 3","pages":""},"PeriodicalIF":0.9,"publicationDate":"2026-04-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147754456","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
Multicomponent Synthesis of Allyl Derivatives of N-Methylmorpholinium 1,5-Dicyano-4-oxo-3-azaspiro[5.5]undec-1-ene-2-thiolate 1,5-二氰-4-氧-3-氮杂灵[5.5]十一-1-烯-2-硫代酸酯烯丙基衍生物的多组分合成
IF 0.9 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2026-04-28 DOI: 10.1134/S1070428026600166
A. V. Churakov, B. S. Krivokolysko, D. V. Nikitenko, S. G. Krivokolysko
{"title":"Multicomponent Synthesis of Allyl Derivatives of N-Methylmorpholinium 1,5-Dicyano-4-oxo-3-azaspiro[5.5]undec-1-ene-2-thiolate","authors":"A. V. Churakov,&nbsp;B. S. Krivokolysko,&nbsp;D. V. Nikitenko,&nbsp;S. G. Krivokolysko","doi":"10.1134/S1070428026600166","DOIUrl":"10.1134/S1070428026600166","url":null,"abstract":"<p>The multicomponent reaction of cyclohexanone, cyanothioacetamide, ethyl cyanoacetate or 3,5-di­methyl-1-(cyanoacetyl)-1<i>H</i>-pyrazole, and allyl bromide in ethanol or acetone in the presence of <i>N</i>-methyl­morpholine at 25°C afforded 2-(allylsulfanyl)-4-oxo-3-azaspiro[5.5]undec-1-ene-1,5-dicarbonitrile, whereas 1-allyl-4-oxo-2-sulfanylidene-3-azaspiro[5.5]undec-1-ene-1,5-dicarbonitrile was obtained under reflux condi­tions. The product structure was studied by spectral methods and X-ray analysis.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"62 3","pages":""},"PeriodicalIF":0.9,"publicationDate":"2026-04-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147754453","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
Reaction of N-Furfuryl-Substituted 3-Aminothieno[2,3-b]pyridine-2-carboxamide with Sodium Hypochlorite n -糠酰取代3-氨基噻吩[2,3-b]吡啶-2-羧酰胺与次氯酸钠的反应
IF 0.9 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2026-04-28 DOI: 10.1134/S1070428026600877
T. A. Stroganova, V. K. Vasilin, G. D. Krapivin
{"title":"Reaction of N-Furfuryl-Substituted 3-Aminothieno[2,3-b]pyridine-2-carboxamide with Sodium Hypochlorite","authors":"T. A. Stroganova,&nbsp;V. K. Vasilin,&nbsp;G. D. Krapivin","doi":"10.1134/S1070428026600877","DOIUrl":"10.1134/S1070428026600877","url":null,"abstract":"<p>The reaction of 3-amino-5-bromo-<i>N</i>-(furan-2-ylmethyl)-4-(methoxymethyl)-6-methylthieno[2,3-<i>b</i>]­pyridine-2-carboxamide with a solution of sodium hypochlorite has been found to involve oxidative dimeriza­tion with elimination of one furfuryl group.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"62 3","pages":""},"PeriodicalIF":0.9,"publicationDate":"2026-04-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147754448","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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