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Synthesis of Carboxamide, Carbohydrazide, and Thioureide Derivatives of Maleopimaric Acid with Glycine and β-Alanine Moieties 含甘氨酸和β-丙氨酸的马来海松酸羧酰胺、羧肼和硫脲衍生物的合成
IF 0.8 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2026-10-06 DOI: 10.1134/S1070428026603869
G. F. Vafina
{"title":"Synthesis of Carboxamide, Carbohydrazide, and Thioureide Derivatives of Maleopimaric Acid with Glycine and β-Alanine Moieties","authors":"G. F. Vafina","doi":"10.1134/S1070428026603869","DOIUrl":"10.1134/S1070428026603869","url":null,"abstract":"<p>Novel conjugates were synthesized by reacting 2-allyl- and 2-benzylmaleopimarimides and maleopimaric acid chlorides with glycine, β-alanine, and their derivatives. The structure of the synthesized compounds was confirmed by NMR and mass spectrometry, as well as by elemental analysis.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"62 8","pages":""},"PeriodicalIF":0.8,"publicationDate":"2026-10-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149132231","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
Enantioselective Reductive Heck Reaction of Adamantyl-substituted Enones 金刚烷基取代烯酮的对映选择性还原Heck反应
IF 0.8 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2026-10-06 DOI: 10.1134/S1070428026602967
S. Yu. Vostruhina, V. P. Popkov, A. N. Reznikov, Yu. N. Klimochkin
{"title":"Enantioselective Reductive Heck Reaction of Adamantyl-substituted Enones","authors":"S. Yu. Vostruhina,&nbsp;V. P. Popkov,&nbsp;A. N. Reznikov,&nbsp;Yu. N. Klimochkin","doi":"10.1134/S1070428026602967","DOIUrl":"10.1134/S1070428026602967","url":null,"abstract":"<p>(<i>R</i>)-3-(3,5-Dimethyladamantan-1-yl)indan-1-one and (<i>R</i>)-3-(3-hydroxyadamantan-1-yl)indan-1-one were obtained with 90% ee via an intramolecular reductive Heck reaction of adamantyl-substituted enones, catalyzed by a nickel complex with a chiral bidentate nitrogen-containing ligand.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"62 8","pages":""},"PeriodicalIF":0.8,"publicationDate":"2026-10-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149132428","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
Cationic Copper(I) Complexes in the Synthesis of Imidazo[1,2-a]pyridines 阳离子铜配合物在咪唑[1,2-a]吡啶合成中的应用
IF 0.8 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2026-10-06 DOI: 10.1134/S1070428026604012
D. K. Isaeva, M. A. Rasskazova, E. A. Drokin, O. V. Shurupova, M. A. Topchiy, A. F. Asachenko
{"title":"Cationic Copper(I) Complexes in the Synthesis of Imidazo[1,2-a]pyridines","authors":"D. K. Isaeva,&nbsp;M. A. Rasskazova,&nbsp;E. A. Drokin,&nbsp;O. V. Shurupova,&nbsp;M. A. Topchiy,&nbsp;A. F. Asachenko","doi":"10.1134/S1070428026604012","DOIUrl":"10.1134/S1070428026604012","url":null,"abstract":"<p>The synthesis of imidazo[1,2-<i>a</i>]pyridines was carried out via 5-exo-dig cyclization of the corresponding <i>N</i>-(pyridin-2-yl)methanimines and terminal acetylenes, catalyzed by the cationic complex [Cu(CH<sub>3</sub>CN)<sub>4</sub>]BF<sub>4</sub>. For the first time, the catalytic activity of the cationic Cu(I) complex in the synthesis of imidazo[1,2-<i>a</i>]pyridine derivatives was investigated. A series of 15 derivatives of imidazo[1,2-<i>a</i>]pyridine with various substituents (Cl, Br, CO<sub>2</sub>Et, and OMe) was obtained with yields of 52–69%.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"62 8","pages":""},"PeriodicalIF":0.8,"publicationDate":"2026-10-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149132232","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
Cyclization of 2-(5-Iodotriazolyl)benzaldehydes under the Action of Ammonia 氨作用下2-（5-碘三唑基）苯甲醛的环化反应
IF 0.8 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2026-10-06 DOI: 10.1134/S1070428026604668
A. L. Shosheva, R. S. Tatevosian, G. V. Latyshev, Y. N. Kotovshchikov, N. V. Lukashev, I. P. Beletskaya
{"title":"Cyclization of 2-(5-Iodotriazolyl)benzaldehydes under the Action of Ammonia","authors":"A. L. Shosheva,&nbsp;R. S. Tatevosian,&nbsp;G. V. Latyshev,&nbsp;Y. N. Kotovshchikov,&nbsp;N. V. Lukashev,&nbsp;I. P. Beletskaya","doi":"10.1134/S1070428026604668","DOIUrl":"10.1134/S1070428026604668","url":null,"abstract":"<p>A method for the synthesis of substituted triazolo[1,5-<i>a</i>]quinazolines, involving ammonolysis of 2-(5-iodotriazolyl)benzaldehydes in aqueous isopropanol, has been developed. The intramolecular cyclization proceeds efficiently under catalyst- and base-free conditions, leading to the formation of the target fused heterocycles in good yields (58–84%).</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"62 8","pages":""},"PeriodicalIF":0.8,"publicationDate":"2026-10-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149132430","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
Oxidative C–O Coupling in the Synthesis of [1,2,3]Triazolo[5,1-b][1,3]oxazines 氧化C-O偶联合成[1,2,3]三唑[5,1-b][1,3]恶嗪
IF 0.8 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2026-10-06 DOI: 10.1134/S1070428026604693
R. N. Galashev, G. V. Latyshev, Y. N. Kotovshchikov, N. V. Lukashev, I. P. Beletskaya
{"title":"Oxidative C–O Coupling in the Synthesis of [1,2,3]Triazolo[5,1-b][1,3]oxazines","authors":"R. N. Galashev,&nbsp;G. V. Latyshev,&nbsp;Y. N. Kotovshchikov,&nbsp;N. V. Lukashev,&nbsp;I. P. Beletskaya","doi":"10.1134/S1070428026604693","DOIUrl":"10.1134/S1070428026604693","url":null,"abstract":"<p>The applicability of photoinitiated oxidative C–O-coupling reaction for the preparation of triazole-fused benzoxazine and oxazine derivatives is demonstrated. The method affords the target compounds in moderate yields (31–53%) under mild conditions from readily available 1,4-disubstituted 1,2,3-triazoles.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"62 8","pages":""},"PeriodicalIF":0.8,"publicationDate":"2026-10-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149132229","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
Structure and Reactions of γ-Thiocyanatoacetoacetanilide γ-硫氰酸乙醯胺的结构与反应
IF 0.8 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2026-10-06 DOI: 10.1134/S1070428026603432
A. A. Amirkhanyan, V. E. Vakulenko, A. V. Bespalov, N. A. Aksenov, I. V. Aksenova, S. N. Ovcharov, M. A. Staroselov, P. V. Miroshnichenko, V. V. Dotsenko
{"title":"Structure and Reactions of γ-Thiocyanatoacetoacetanilide","authors":"A. A. Amirkhanyan,&nbsp;V. E. Vakulenko,&nbsp;A. V. Bespalov,&nbsp;N. A. Aksenov,&nbsp;I. V. Aksenova,&nbsp;S. N. Ovcharov,&nbsp;M. A. Staroselov,&nbsp;P. V. Miroshnichenko,&nbsp;V. V. Dotsenko","doi":"10.1134/S1070428026603432","DOIUrl":"10.1134/S1070428026603432","url":null,"abstract":"<p>The structure of various tautomeric forms of 3-oxo-4-thiocyanato-<i>N</i>-phenylbutanamide (γ-thiocyanatoacetoacetanilide) has been studied in detail and their stability has been assessed using NMR spectroscopy, X-ray analysis, and quantum-chemical calculations. The reactions of this compound with some <i>C-</i> and <i>N-</i>nucleophiles have been investigated, and the structure and tautomerism of the products are discussed. Contrary to literature data, the azo coupling reaction of γ-thiocyanatoacetoacetanilide with aryldiazonium salts leads to (<i>Z</i>)-2-[2-arylhydrazinylidene]-3-oxo-4-thiocyanato-<i>N</i>-phenylbutanamides, whose structure has been confirmed by single crystal X-ray analysis. The synthesized compounds were tested for antimicrobial activity, and one of the products exhibited moderate activity against <i>S. enterica</i> and <i>S. aureus</i>.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"62 8","pages":""},"PeriodicalIF":0.8,"publicationDate":"2026-10-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149132230","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 Adamantane-Containing 1H-Pyrazoles and 1,2,3-Triazoles from Diazo Compounds and Azides 重氮化合物和叠氮化物合成含金刚烷的1h -吡唑和1,2,3-三唑
IF 0.8 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2026-10-06 DOI: 10.1134/S1070428026604723
G. M. Gabdrafikova, G. F. Sakhautdinova, I. M. Sakhautdinov
{"title":"Synthesis of Adamantane-Containing 1H-Pyrazoles and 1,2,3-Triazoles from Diazo Compounds and Azides","authors":"G. M. Gabdrafikova,&nbsp;G. F. Sakhautdinova,&nbsp;I. M. Sakhautdinov","doi":"10.1134/S1070428026604723","DOIUrl":"10.1134/S1070428026604723","url":null,"abstract":"<p>Novel derivatives of substituted 1<i>H</i>-pyrazoles and 1,2,3-triazoles were synthesized via the 1,3-dipolar cycloaddition of diazo compounds and azides to a 2,3-allenoate obtained from adamantane-1-acetic acid.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"62 8","pages":""},"PeriodicalIF":0.8,"publicationDate":"2026-10-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149132234","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
Methyl 4-Benzyl- and 4-(Prop-1-yn-1-yl)-4H-thieno[3,2-b]pyrrol-5-carboxylates in the Mannich Reaction 曼尼希反应中的4-甲基苄基和4-(Prop-1-yn-1-yl)- 4h -噻吩[3,2-b]吡咯-5羧酸盐
IF 0.8 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2026-10-06 DOI: 10.1134/S1070428026603924
Z. F. Nuriakhmetova, S. A. Torosyan, F. A. Gimalova, M. S. Miftakhov
{"title":"Methyl 4-Benzyl- and 4-(Prop-1-yn-1-yl)-4H-thieno[3,2-b]pyrrol-5-carboxylates in the Mannich Reaction","authors":"Z. F. Nuriakhmetova,&nbsp;S. A. Torosyan,&nbsp;F. A. Gimalova,&nbsp;M. S. Miftakhov","doi":"10.1134/S1070428026603924","DOIUrl":"10.1134/S1070428026603924","url":null,"abstract":"<p>The reactions of 4-benzyl and 4-propargyl derivatives of methyl 4<i>H</i>-thieno[3,2-<i>b</i>]pyrrole-5-carboxylate with formalin or paraformaldehyde and secondary amines under Mannich reaction conditions afforded derivatives containing an aminomethyl substituent at the thiophene ring and a propargyl substituent, which are of interest as pharmacologically promising compounds.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"62 8","pages":""},"PeriodicalIF":0.8,"publicationDate":"2026-10-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149132233","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 5-Methyl-3-furoyl Chloride with Alkyl- and Alkoxybenzenes in the Presence of Aluminum Chloride 在氯化铝存在下，5-甲基-3-氟酰氯与烷基苯和烷氧苯的反应
IF 0.8 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2026-10-06 DOI: 10.1134/S1070428026602402
L. V. Pevzner, M. L. Petrov
{"title":"Reaction of 5-Methyl-3-furoyl Chloride with Alkyl- and Alkoxybenzenes in the Presence of Aluminum Chloride","authors":"L. V. Pevzner,&nbsp;M. L. Petrov","doi":"10.1134/S1070428026602402","DOIUrl":"10.1134/S1070428026602402","url":null,"abstract":"<p>The reactions of 5-methyl-3-furoyl chloride with a series of alkyl- and alkoxybenzenes in methylene chloride in the presence of aluminum chloride are studied. Benzene and <i>o</i>-xylene form 1-hydroxy-4-methyl- and 1-hydroxy-4,6,7-trimethyl-2-naphthaldehydes. In the case of tetraline, the main product is the corresponding 3-benzoylfuran, and the minor product is 1-hydroxy-4-methyl-5,6,7,8-tetrahydroantracen-2-carbaldehyde. <i>meta</i>- and <i>para</i>-xylenes, <i>tert</i>-butylbenzene, anisole, and benzo[<i>d</i>][1,3]dioxole form 3-benzoylfurans, in full accordance with the established rules of electrophilic aromatic substitution.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"62 8","pages":""},"PeriodicalIF":0.8,"publicationDate":"2026-10-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149132380","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
Pyrazole Derivatives: Advanced Synthesis and Prospects for Practical Applications (A Review) 吡唑类化合物的合成与应用综述
IF 0.8 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2026-10-06 DOI: 10.1134/S107042802660484X
Y. Sun, X. Bai, D. A. Ipatova, D. A. Skvortsov, E. K. Beloglazkina, A. V. Finko
{"title":"Pyrazole Derivatives: Advanced Synthesis and Prospects for Practical Applications (A Review)","authors":"Y. Sun,&nbsp;X. Bai,&nbsp;D. A. Ipatova,&nbsp;D. A. Skvortsov,&nbsp;E. K. Beloglazkina,&nbsp;A. V. Finko","doi":"10.1134/S107042802660484X","DOIUrl":"10.1134/S107042802660484X","url":null,"abstract":"<p>This review analyzes the current methods of synthesis and applications of pyrazole derivatives― one of the most significant classes of five-membered nitrogen-containing heterocycles. The role of the pyrazole ring as a key pharmacophore in the structure of modern pharmaceuticals is reviewed. Special attention is paid to the use of nitrogen-rich pyrazoles as promising, environmentally friendly energetic materials characterized by high thermal stability and low sensitivity. The urgency of developing new synthetic approaches to the targeted design of functionalized pyrazole systems possessing a specific complex of physicochemical and biological properties is substantiated.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"62 8","pages":""},"PeriodicalIF":0.8,"publicationDate":"2026-10-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149132431","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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