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Russian Journal of Organic Chemistry最新文献

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Solvent-Free Synthesis of Novel Aryl-Substituted Benzimidazolylpropanones as New Promising Plant Growth Regulators 新型芳基取代苯并咪唑基丙烷类植物生长调节剂的无溶剂合成
IF 0.8 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2026-09-05 DOI: 10.1134/S1070428026603031
A. V. Yegorova, A. E. Sklyar, A. A. Evdokimova, A. Yu. Yegorova, V. S. Grinev
{"title":"Solvent-Free Synthesis of Novel Aryl-Substituted Benzimidazolylpropanones as New Promising Plant Growth Regulators","authors":"A. V. Yegorova,&nbsp;A. E. Sklyar,&nbsp;A. A. Evdokimova,&nbsp;A. Yu. Yegorova,&nbsp;V. S. Grinev","doi":"10.1134/S1070428026603031","DOIUrl":"10.1134/S1070428026603031","url":null,"abstract":"<p>Benzimidazole derivatives exhibit a wide spectrum of biological activities, including pronounced growthregulating effects in plants. The study of structure–activity relationships (SAR) within benzimidazole series is essential for the rational design of new, efficient plant growth regulators. In this work, new benzimidazole-based plant growth regulators are obtained via a solvent-free synthetic approach that employs environmentally benign reaction media and simplified workup. In comparison with conventional <i>N</i>-acylation protocols relying on acid chlorides or strongly corrosive mixed anhydrides, the use of propionic anhydride as both reagent and reaction medium provides an operationally simple, solvent<b>-</b>free and metal<b>-</b>free procedure with high yields and a minimized number of work<b>-</b>up steps, which is particularly important for agricultural applications under modern stringent environmental regulations.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"62 7","pages":""},"PeriodicalIF":0.8,"publicationDate":"2026-09-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148926516","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
Structural Features of Hydroxyl-Containing Tropylated Azomethines 含羟基甲基化偶氮亚胺的结构特征
IF 0.8 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2026-09-05 DOI: 10.1134/S1070428026602554
E. V. Starkova, T. A. Akent’eva
{"title":"Structural Features of Hydroxyl-Containing Tropylated Azomethines","authors":"E. V. Starkova,&nbsp;T. A. Akent’eva","doi":"10.1134/S1070428026602554","DOIUrl":"10.1134/S1070428026602554","url":null,"abstract":"<p>A series of new <i>N</i>-arylmethylene-4-(7-cyclohepta-1,3,5-trienyl)anilines (tropylated azomethines) containing a hydroxyl group in various positions of the aldehyde fragment were synthesized. Structural features of the compounds were studied by IR and NMR spectroscopy. The combination of these methods showed that in compounds with an <i>ortho</i>-hydroxyl substituent, a strong intramolecular hydrogen bond (SIHB) is formed, stabilizing the planar conformation of the imino-phenol fragment. Its geometric parameters were determined: the O···N distance is 2.556–2.603 Å, the O–H···N angle is ~150°. In the case of a <i>para</i>-hydroxyl substituent, an intramolecular hydrogen bond is not formed. Features of the synthesis of the 2,4-dihydroxy-substituted derivative are due to the tendency to form quinoid structures. The obtained results are important for the targeted design of new tropylated azomethines with desired properties.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"62 7","pages":""},"PeriodicalIF":0.8,"publicationDate":"2026-09-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148926515","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-Pot Synthesis of 2-Aminoalkenylphosphonates from Terminal Alkynes via Heterogeneous Copper Catalysis 非均相铜催化末端炔一锅法合成2-氨基烯基膦酸盐
IF 0.8 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2026-09-05 DOI: 10.1134/S1070428026605017
V. N. Svishchev, O. G. Ganina, G. N. Bondarenko, I. P. Beletskaya
{"title":"One-Pot Synthesis of 2-Aminoalkenylphosphonates from Terminal Alkynes via Heterogeneous Copper Catalysis","authors":"V. N. Svishchev,&nbsp;O. G. Ganina,&nbsp;G. N. Bondarenko,&nbsp;I. P. Beletskaya","doi":"10.1134/S1070428026605017","DOIUrl":"10.1134/S1070428026605017","url":null,"abstract":"<p>This work addresses the oxidative phosphorylation of alkynes under heterogeneous catalysis by titanium dioxide-supported copper particles to afford alkynylphosphonates (phosphorus analogs of propiolic acids), alongside their stepwise and one-pot functionalization via hydroamination.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"62 7","pages":""},"PeriodicalIF":0.8,"publicationDate":"2026-09-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148926502","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
Efficient Synthesis of New Functionalized Selenopyran Derivatives by Cyclisation Reaction of Selenium Dihalides 二卤化硒环化反应高效合成新型功能化硒吡喃衍生物
IF 0.8 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2026-09-05 DOI: 10.1134/S1070428026603766
M. V. Musalov, A. A. Pakeeva, M. V. Musalova, V. A. Potapov
{"title":"Efficient Synthesis of New Functionalized Selenopyran Derivatives by Cyclisation Reaction of Selenium Dihalides","authors":"M. V. Musalov,&nbsp;A. A. Pakeeva,&nbsp;M. V. Musalova,&nbsp;V. A. Potapov","doi":"10.1134/S1070428026603766","DOIUrl":"10.1134/S1070428026603766","url":null,"abstract":"<p>Efficient syntheses of new functionalized selenopyran derivatives including a number of alkoxylated products based on the cyclisation reaction of selenium dihalides with diethyl diallylmalonate were developed.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"62 7","pages":""},"PeriodicalIF":0.8,"publicationDate":"2026-09-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148926503","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
Efficient Synthesis of New Functionalized Styryltellane Derivatives 新型功能化苯乙烯基碲烷衍生物的高效合成
IF 0.8 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2026-09-05 DOI: 10.1134/S1070428026604073
M. V. Musalova
{"title":"Efficient Synthesis of New Functionalized Styryltellane Derivatives","authors":"M. V. Musalova","doi":"10.1134/S1070428026604073","DOIUrl":"10.1134/S1070428026604073","url":null,"abstract":"<p>Efficient selective syntheses of new functionalized styryltellane derivatives were developed based on the electrophilic addition of (<i>Z</i>)-2-chloro-2-phenylvinyltellurium trichloride to 1-alkenes and internal alkynes. The synthesis of alkyl (<i>Z</i>)-2-chloro-2-phenylvinyltellanes was carried out by the generation of (<i>Z</i>)-2-chloro-2-phenylvinyltellurolate anion, which was involved in the nucleophilic substitution reaction with alkyl halides.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"62 7","pages":""},"PeriodicalIF":0.8,"publicationDate":"2026-09-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148926514","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 Dienimides by Triphenylphosphine-Induced Isomerization of Exocyclic Allenes with a Phenylpyrrolidine Moiety 三苯基膦诱导外环烯与苯基吡咯烷段异构化合成二亚胺
IF 0.8 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2026-08-27 DOI: 10.1134/S1070428026602529
G. M. Gindullina, G. F. Sakhautdinova, I. M. Sakhautdinov
{"title":"Synthesis of Dienimides by Triphenylphosphine-Induced Isomerization of Exocyclic Allenes with a Phenylpyrrolidine Moiety","authors":"G. M. Gindullina,&nbsp;G. F. Sakhautdinova,&nbsp;I. M. Sakhautdinov","doi":"10.1134/S1070428026602529","DOIUrl":"10.1134/S1070428026602529","url":null,"abstract":"<p>(E,<i>E</i>)-Dienimides were synthesized by isomerization of exocyclic allenes in the presence of triphenylphosphine, providing high yields and selectivity for the target products. The main physicochemical characteristics of the resulting compounds were determined.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"62 7","pages":""},"PeriodicalIF":0.8,"publicationDate":"2026-08-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148823055","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 by the Thorpe–Ziegler Reaction and In Silico Prediction of the Biological Activity of 3-Amino-4-aryl-6-oxo-4,5,6,7-tetrahydrothieno[2,3-b]pyridines Thorpe-Ziegler反应合成3-氨基-4-芳基-6-氧-4,5,6,7-四氢噻吩[2,3-b]吡啶生物活性的硅预测
IF 0.8 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2026-08-27 DOI: 10.1134/S1070428026600592
Ph. A. Popov, R. V. Kyarov, A. G. Levchenko, P. G. Dahno, T. L. Tsymbal, A. A. Khomyakova, E. S. Daus, T. R. Hagur, N. A. Katyshkov, N. A. Aksenov, I. V. Aksenova, V. V. Dotsenko, S. G. Krivokolysko
{"title":"Synthesis by the Thorpe–Ziegler Reaction and In Silico Prediction of the Biological Activity of 3-Amino-4-aryl-6-oxo-4,5,6,7-tetrahydrothieno[2,3-b]pyridines","authors":"Ph. A. Popov,&nbsp;R. V. Kyarov,&nbsp;A. G. Levchenko,&nbsp;P. G. Dahno,&nbsp;T. L. Tsymbal,&nbsp;A. A. Khomyakova,&nbsp;E. S. Daus,&nbsp;T. R. Hagur,&nbsp;N. A. Katyshkov,&nbsp;N. A. Aksenov,&nbsp;I. V. Aksenova,&nbsp;V. V. Dotsenko,&nbsp;S. G. Krivokolysko","doi":"10.1134/S1070428026600592","DOIUrl":"10.1134/S1070428026600592","url":null,"abstract":"<p>Morpholinium (<i>N</i>-methylmorpholinium) 4-aryl-6-oxo-3-cyano-1,4,5,6-tetrahydropyridine-2-thiolates obtained by the reaction of cyanothioacetamide and aromatic aldehydes with Meldrum’s acid in the presence of a base undergo a tandem S-alkylation–Thorpe–Ziegler heterocyclization reaction upon treatment with α-halo carbonyl compounds in the presence of excess KOH. Predictive in silico analysis and molecular docking were performed for the newly synthesized 3-amino-4-aryl-6-oxo-4,5,6,7-tetrahydrothieno[2,3-<i>b</i>]pyridines to identify bioavailability parameters and potential protein targets. In laboratory experiments on sunflower seedlings, some of the compounds exhibited a pronounced safening effect against the herbicide 2,4-D (2,4-dichlorophenoxyacetic acid).</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"62 7","pages":""},"PeriodicalIF":0.8,"publicationDate":"2026-08-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148823064","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
Regiospecific N-Mono- and N,N′-Diacetylation of Diethylenetriamine with Tetraacetylglycoluril 二乙基三胺与四乙酰糖脲的N-单乙酰化和N，N ' -二乙酰化
IF 0.8 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2026-08-27 DOI: 10.1134/S1070428026602657
A. D. Puntus, A. N. Guslakov, V. S. Malkov, A. A. Bakibaev
{"title":"Regiospecific N-Mono- and N,N′-Diacetylation of Diethylenetriamine with Tetraacetylglycoluril","authors":"A. D. Puntus,&nbsp;A. N. Guslakov,&nbsp;V. S. Malkov,&nbsp;A. A. Bakibaev","doi":"10.1134/S1070428026602657","DOIUrl":"10.1134/S1070428026602657","url":null,"abstract":"<p>The <i>N</i>-acetylation of diethylenetriamine (DETA) using 2,4,6,8-tetraacetyl-2,4,6,8-tetraazabicyclo[3.3.0]octane-3,7-dione [tetraacetylglycoluril (TAGU)] was examined. Varying the TAGU-to-DETA molar ratio was found to afford the corresponding <i>N</i>-mono- and <i>N</i>,<i>N′</i>-diacetylated DETA amides in 18–47 and 20–98% yields, respectively. Under the examined conditions, TAGU underwent <i>N</i>-deacetylation upon reaction with DETA to give a mixture of the regioisomeric 2,6- and 2,8-diacetyl-2,4,6,8-tetraazabicyclo[3.3.0]octane-3,7-diones [2,6- and 2,8-diacetylglycolurils (DAGU)] in 49–98% yields and in a 45:55 ratio. An excess of DETA (twofold molar excess) resulted in the formation of <i>N</i>-monoacetylglycoluril in 98% yield.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"62 7","pages":""},"PeriodicalIF":0.8,"publicationDate":"2026-08-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148823149","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
Endgame Strategy of Metal-Free Reductive C–C Bond Coupling of Tosylhydrazones and Boronic Acids to Assemble a Series of Novel Thiazole Derivatives 甲酰腙与硼酸无金属还原C-C键偶联组装一系列新型噻唑衍生物的最终策略
IF 0.8 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2026-08-27 DOI: 10.1134/S1070428025604753
Subash Kumar Reddy Ayyagari, Pravin R. Bhansali, Murthy Chavali
{"title":"Endgame Strategy of Metal-Free Reductive C–C Bond Coupling of Tosylhydrazones and Boronic Acids to Assemble a Series of Novel Thiazole Derivatives","authors":"Subash Kumar Reddy Ayyagari,&nbsp;Pravin R. Bhansali,&nbsp;Murthy Chavali","doi":"10.1134/S1070428025604753","DOIUrl":"10.1134/S1070428025604753","url":null,"abstract":"<p>A novel series of thiazol-2-ylacetamide derivatives was synthesized via a multi-step protocol featuring a metal-free reductive C–C bond coupling as the key late-stage transformation. The synthetic route commenced with acylation of 5-acetylthiazole-2-amine to afford <i>N</i>-(5-acetylthiazol-2-yl)acetamide, which was converted to <i>N</i>-[5-(1-(2-tosylhydrazono)ethyl)thiazole-2-yl)acetamide. In the final step, a Barluenga-type metal-free reductive coupling between the resulting tosylhydrazone and a diverse set of boronic acids resulted in the successful synthesis of 10 target compounds thiazole-2-yl acetamides. This strategy offers broad substrate scope, good functional group tolerance, and metal-free conditions. The representative product, <i>N</i>-(5-isopropylthiazol-2-yl)acetamide, was further transformed via hydrolysis and N-acylation to afford three additional novel thiazole derivatives. Additionally, a control experiment afforded a racemic alcohol―<i>N</i>-[5-(1-hydroxyethyl)thiazol-2-yl]acetamide―which was resolved into 2 enantiomers by chiral HPLC. In total, 16 novel thiazole-containing target compounds were synthesized following optimization of each step. Future work will focus on the pharmacological evaluation of these new compounds.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"62 7","pages":""},"PeriodicalIF":0.8,"publicationDate":"2026-08-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148823053","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
High Hydrostatic Pressure, Temperature, and Solvent Effect on the Rate of the Diels–Alder Reaction between Thiofluorenone and trans,trans-1,4-Diphenylbuta-1,3-diene 高静水压力、温度和溶剂对硫芴酮与反式、反式-1,4-二苯基丁基-1,3-二烯Diels-Alder反应速率的影响
IF 0.8 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2026-08-27 DOI: 10.1134/S1070428026603687
D. A. Kornilov, A. G. Mustafin
{"title":"High Hydrostatic Pressure, Temperature, and Solvent Effect on the Rate of the Diels–Alder Reaction between Thiofluorenone and trans,trans-1,4-Diphenylbuta-1,3-diene","authors":"D. A. Kornilov,&nbsp;A. G. Mustafin","doi":"10.1134/S1070428026603687","DOIUrl":"10.1134/S1070428026603687","url":null,"abstract":"<p>The rate constants of the Diels-Alder reaction of <i>trans</i>,<i>trans</i>-1,4-diphenylbuta-1,3-diene (<b>1</b>) with thiofluorenone (<b>2</b>) in benzene, 1,4-dioxane, acetonitrile, trichloromethane and 1,2-dichloroethane in the temperature range of 293–313 K were determined. The enthalpies and entropies of activation of the <b>1</b> + <b>2</b> reaction in these solvents were calculated. Hydrostatic pressure effect on the rate constant of the <b>1</b> + <b>2</b> reaction in toluene was studied, and the activation volume was calculated. The reaction volume was determined using the kinetic method. The reactivity of dienophiles with C=S, C=C and N=N bonds in the Diels-Alder reaction with <i>trans</i>,<i>trans</i>-1,4-diphenylbuta-1,3-diene was compared. The factor determining the reactivity of these dienophiles was determined.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"62 7","pages":""},"PeriodicalIF":0.8,"publicationDate":"2026-08-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148823147","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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