Russian Journal of Organic Chemistry最新文献_第2页

Reaction of Aroylpyruvic Acids with 3- and 4-Nitrobenzohydrazides. Synthesis of Pyrazoline-5-carboxylic Acids 芳基丙酮酸与3-和4-硝基苯并肼的反应。吡唑啉-5-羧酸的合成

IF 0.9 4区化学

Russian Journal of Organic Chemistry Pub Date : 2025-10-08 DOI: 10.1134/S1070428025602535

A. A. Andreeva, Yu. V. Shklyaev, A. N. Maslivets

引用次数: 0

Synthesis, Mesogenic Behavior, and DFT Study of Liquid Crystals Containing Azomethine and Sulfonamide Linkages 含亚甲胺和磺胺键液晶的合成、介系行为和DFT研究

IF 0.9 4区化学

Russian Journal of Organic Chemistry Pub Date : 2025-10-08 DOI: 10.1134/S1070428025600263

Dhruvkumar P. Darji, Nikitaben P. Marawadi, Balvantsingh M. Labana, Bhavesh R. Pansuriya

{"title":"Synthesis, Mesogenic Behavior, and DFT Study of Liquid Crystals Containing Azomethine and Sulfonamide Linkages","authors":"Dhruvkumar P. Darji, Nikitaben P. Marawadi, Balvantsingh M. Labana, Bhavesh R. Pansuriya","doi":"10.1134/S1070428025600263","DOIUrl":"10.1134/S1070428025600263","url":null,"abstract":"Two new series of compounds containing azomethine (–CH=N–) and sulfonamide (–SO2NH–) linkages―(E)-4-[(4-alkoxybenzylidene)amino]-N-(5-methylisoxazol-3-yl)benzenesulfonamides and (E)-4-[(4-alkoxy-3-methoxybenzylidene)amino]-N-(5-methylisoxazol-3-yl)benzenesulfonamides, each of 7 derivatives―were synthesized, and their mesogenic behavior was investigated. Optical polarizing microscopy with a heating stage was used to determine phase transition temperatures, revealing that ten synthesized compounds exhibited nematic mesophases. The transition temperatures decreased with increasing alkyl chain length, while the lateral ortho-methoxyl substitution in the phenyl ring in (E)-4-[(4-alkoxy-3-methoxybenzylidene)amino]-N-(5-methylisoxazol-3-yl)benzenesulfonamides further reduced mesophase stability due to steric hindrance and disrupted molecular packing. The products exhibited enantiotropic nematic mesomorphism, with transition temperatures following an expected trend. Density functional theory calculations provided insights into the molecular geometries, electronic properties, and intermolecular interactions of the synthesized compounds. The HOMO–LUMO energy gaps indicated a higher stability of (E)-4-[(4-alkoxybenzylidene)amino]-N-(5-methylisoxazol-3-yl)benzenesulfonamides compared to (E)-4-[(4-alkoxy-3-methoxybenzylidene)amino]-N-(5-methylisoxazol-3-yl)benzenesulfonamides. Molecular electrostatic potential maps highlighted charge distributions influencing self-assembly and mesophase formation.","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"61 8","pages":"1499 - 1510"},"PeriodicalIF":0.9,"publicationDate":"2025-10-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145242845","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}

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Mass Spectra of New Heterocycles: XXX. Study of 2-(Alkylsulfanyl)pyridines by Electron Ionization Mass Spectrometry 新杂环的质谱：XXX。电子电离质谱法研究2-（烷基磺酰）吡啶

IF 0.9 4区化学

Russian Journal of Organic Chemistry Pub Date : 2025-10-08 DOI: 10.1134/S1070428025601669

L. V. Klyba, E. R. Sanzheeva, N. A. Nedolya, O. A. Tarasova

{"title":"Mass Spectra of New Heterocycles: XXX. Study of 2-(Alkylsulfanyl)pyridines by Electron Ionization Mass Spectrometry","authors":"L. V. Klyba, E. R. Sanzheeva, N. A. Nedolya, O. A. Tarasova","doi":"10.1134/S1070428025601669","DOIUrl":"10.1134/S1070428025601669","url":null,"abstract":"The behavior of a representative series of previously unknown 2-(alkylsulfanyl)pyridines, prepared starting from isothiocyanates, acetylene or allene carbanions, and alkylating agents via the intermediate formation and aromatization of 6-(alkylsulfanyl)-2,3-dihydropyridines, under electron ionization (70 eV) has been studied for the first time. All studied compounds formed stable molecular ions (M+•, Irel 21–100%). In most cases, the primary fragmentation pathway involved the loss of a hydrogen atom to give an [M – H]+ ion. Moreover, for 3-ary(hetaryl)-substituted pyridines, except for 6-(vinyloxymethyl)-2-(methylsulfanyl)-3-phenylpyridine and 6-methyl-2-(methylsulfanyl)pyridine, this is the main fragmentation pathway. The other significant primary fragmentation pathways of the molecular ions of the synthesized compounds were associated with the fragmentation of the alkylsulfanyl group to form [M – Me]+, [M – SH]+, [M – SCH]+, [M – SCH2]+•, [M – SMe]+, or [M – SEt]+ ions, depending on the nature and position of substituents in the pyridine ring. The introduction of a substituent (R, OR, SR), where R = Alk > Me, into the pyridine molecule gives rise to a competing fragmentation pathway for the M+• ion, associated with the loss of an alkene molecule. The fragmentation pathways of the molecular ions of 2-(alkylsulfanyl)pyridines with an OR substituent in the pyridine ring depends on whether the charge is localized on the oxygen or the sulfur atom. In the case of longer chain alkyl substituents (R = Bu, MeCHOEt), McLafferty rearrangement occurs along with simple bond cleavage. The fragment ions formed from the molecular ions of 3-aryl(hetaryl)pyridines are stabilized through the rearrangement into polycyclic aromatic structures that undergo little further fragmentation.","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"61 8","pages":"1427 - 1439"},"PeriodicalIF":0.9,"publicationDate":"2025-10-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145242764","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}

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Synthesis of Novel Diaryl Ether and Thioether Derivatives of Polyfluorochalcones 新型多氟查尔酮二芳醚和硫醚衍生物的合成

IF 0.9 4区化学

Russian Journal of Organic Chemistry Pub Date : 2025-10-08 DOI: 10.1134/S1070428025602985

Е. А. Soboleva, V. V. Shelkovnikov, А. А. Chernonosov

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Efficient Method for the Synthesis of 2,4,5-Triarylimidazoles Using an S-Zr/MCM-41 Catalyst S-Zr/MCM-41催化剂合成2,4,5-三芳基咪唑的高效方法

IF 0.9 4区化学

Russian Journal of Organic Chemistry Pub Date : 2025-10-08 DOI: 10.1134/S1070428025600627

Pritam A. Mule, Abhay L. Ghodke, Ajeet A. Yelwande, Meghshyam K. Patil

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Mechanisms of Thermal Isomerization of ortho-, meta-, and para-Difluorobenzene Isomers 邻、间和对二氟苯异构体的热异构化机理

IF 0.9 4区化学

Russian Journal of Organic Chemistry Pub Date : 2025-10-08 DOI: 10.1134/S1070428025601980

O. B. Tomilin, L. V. Fomina, E. V. Rodionova

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Ozonolysis of N-Tosyl-, N-Benzoyl-, and N-Pivaloyl-2-(cycloalk-1-en-1-yl)anilines under Various Conditions n-苯甲酰-、n-苯甲酰-和n-戊酰-2-（环烷基-1-烯-1-基）苯胺在不同条件下的臭氧分解

IF 0.9 4区化学

Russian Journal of Organic Chemistry Pub Date : 2025-10-08 DOI: 10.1134/S1070428025601621

R. R. Safargalin, R. R. Gataullin

{"title":"Ozonolysis of N-Tosyl-, N-Benzoyl-, and N-Pivaloyl-2-(cycloalk-1-en-1-yl)anilines under Various Conditions","authors":"R. R. Safargalin, R. R. Gataullin","doi":"10.1134/S1070428025601621","DOIUrl":"10.1134/S1070428025601621","url":null,"abstract":"The oxidation of N-tosyl-, N-benzoyl-, and N-pivaloyl-2-(cycloalk-1-en-1-yl)anilines with ozone followed by the reduction of the ozonation products with dimethyl sulfide in methylene chloride or hydroxylamine hydrochloride in isopropanol or methаnol was studied. The oxidation of N-tosylates in CH2Cl2 followed by treatment with Me2S results in the exclusive formation of ketoaldehydes, whereas the reduction of the ozonation products in alcohols under the action of hydroxylamine hydrochloride yields acids and their esters in various ratios. The reduction of the ozonation products of 2-(2-cyclohex-1-en-1-yl-6-methylphenyl)-1H-isoindole-1,3(2H)-dione in MeOH under the action of hydroxylamine hydrochloride gives methyl 6-[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-methylphenyl]-6-oxohexanoate as a single isolated product. The oxidation of N-[2-(6-methoxycyclohex-1-en-1-yl)-6-methylphenyl]-4-methylbenzenesulfonamide with ozone followed by treatment of the reaction mixture with hydroxylamine hydrochloride leads to methyl 5-methoxy-6-(3-methyl-2-{[(4-methylphenyl)sulfonyl]amino}phenyl)-6-oxohexanoate and N-{2-[6-(hydroxyimino)-2-methoxyhexanoyl]-6-methylphenyl}-4-methylbenzenesulfonamide in a 10 : 7 ratio. The oxime is formed as 1 : 2 syn/anti mixture, treatment, upon treatment with 2 equiv of methanesulfonyl chloride in triethylamine, is converted into the axial syn/anti atropisomers of N-[2-(5-cyano-2-methoxypentanoyl)-6-methylphenyl]-4-methyl-N-(methylsulfonyl)benzenesulfonamide in a 8 : 1 ratio, but their assignment to specific isomers remains unclear.","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"61 8","pages":"1389 - 1398"},"PeriodicalIF":0.9,"publicationDate":"2025-10-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145242799","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

Fluorobenzylidene-1,2,4-triazol-3-one Derivatives: Synthesis, Characterization, Antimicrobial Activity, and Molecular Docking Study 氟苄啶-1,2,4-三唑-3-酮衍生物：合成、表征、抗菌活性和分子对接研究

IF 0.9 4区化学

Russian Journal of Organic Chemistry Pub Date : 2025-10-08 DOI: 10.1134/S1070428025600238

N. Süleymanoğlu, S. Utaş Cobuloğlu, F. Çelik, Y. Ünver, R. Ustabaş, H. İ. Güler, Ş. Direkel

{"title":"Fluorobenzylidene-1,2,4-triazol-3-one Derivatives: Synthesis, Characterization, Antimicrobial Activity, and Molecular Docking Study","authors":"N. Süleymanoğlu, S. Utaş Cobuloğlu, F. Çelik, Y. Ünver, R. Ustabaş, H. İ. Güler, Ş. Direkel","doi":"10.1134/S1070428025600238","DOIUrl":"10.1134/S1070428025600238","url":null,"abstract":"A series of three fluorobenzylidene-1,2,4-triazol-3-one derivatives―(E)-4-[(2-fluorobenzylidene)amino]- (1), (E)-4-[(3-fluorobenzylidene)amino]- (2), and (E)-4-[(4-fluorobenzylidene)amino]-5-methyl-2,4-dihydro-3H-1,2,4-triazol-3-one (3)―were synthesized and characterized by FTIR and 1H and 13C NMR spectroscopy. Of the three synthesized isomeric (E)-4-(fluorobenzylideneamino)-5-methyl-2,4-dihydro-3H-1,2,4-triazol-3-one derivatives, isomers 1 and 2 are novel compounds, and compound 3 is previously known. A theoretical study was performed using the DFT/B3LYP/6–311++G(d,p) method. The molecular structures of compounds 1–3 were optimized, and their structural parameters were determined. Experimental FT-IR and NMR data were compared with calculated values, which confirmed the molecular structures and supported the experimental findings. The antibacterial and leishmaniacidal activities of compounds 1–3 were evaluated by the microdilution assay. Streptococcus pneumoniae was the most susceptible bacterium, while compound 2 was less effective against the tested bacteria than the other derivatives. Molecular docking analysis identified key molecular interactions responsible for the antileishmanial activity of compound 1, demonstrating a high binding affinity for Trypanothione reductase (TRe).","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"61 8","pages":"1479 - 1491"},"PeriodicalIF":0.9,"publicationDate":"2025-10-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145242844","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}

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Synthesis of Novel Pyrazole–Oxazolidine Hybrids and Their In Vitro Antimicrobial Evaluation and In Silico Molecular Docking 新型吡唑-恶唑烷杂合体的合成及其体外抗菌评价与硅分子对接

IF 0.9 4区化学

Russian Journal of Organic Chemistry Pub Date : 2025-10-08 DOI: 10.1134/S1070428025600962

Anil K. Mahida, Jayant B. Rathod, Kaushik A. Joshi

{"title":"Synthesis of Novel Pyrazole–Oxazolidine Hybrids and Their In Vitro Antimicrobial Evaluation and In Silico Molecular Docking","authors":"Anil K. Mahida, Jayant B. Rathod, Kaushik A. Joshi","doi":"10.1134/S1070428025600962","DOIUrl":"10.1134/S1070428025600962","url":null,"abstract":"A series of novel pyrazole–oxazolidine–morpholine hybrids―4-[4-(5-{[1-phenyl-3-(R-phenyl)-1H-pyrazol-4-yl]methyleneamino}methyl)-2-oxo-oxazolidin-3-yl)phenyl]morpholin-3-ones―were synthesized via the Vilsmeier–Haack reaction and screened for antimicrobial activity against Gram+ve (S. aureus, S. pyrogens) and Gram–ve (E. coli, P. aeruginosa) bacterial and fungal (C. albicans, A. clavatus, and A. niger) strains. All the products showed moderate antimicrobial activities, with the largest zones of inhibition showed by the derivatives with R = 3-Br and 4-Me. Molecular docking of the synthesized hybrids against a series of bacterial (PDB ID: 1JIJ, PDB ID: 4ROT, PDB ID: 1KZN, and PDB ID: 4JVI) and fungal (PDB ID: 5C5G, PDB ID: 1IYL, PDB ID: 1UKC) protein targets to assess their inhibitory potential. The results predicted that (E)-4-[4-(5-{[3-(bromophenyl)-1-phenyl-1H-pyrazol-4-yl]methyleneamino}methyl)-2-oxo-oxazolidin-3-yl)phenyl]morpholin-3-one and its 3-(4-methylphenyl) analog may exhibit antimicrobial activity and deserve further study as promising candidates for medical applications.","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"61 8","pages":"1536 - 1548"},"PeriodicalIF":0.9,"publicationDate":"2025-10-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145242849","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 4-Alkyl-5-aryl(hetaryl)-substituted 2-[5-(Hydroxymethyl)furan-2-yl]-1H-imidazol-1-ols 4-烷基-5-芳基（己基）取代2-[5-（羟甲基）呋喃-2-基]- 1h -咪唑-1-醇的合成

IF 0.9 4区化学

Russian Journal of Organic Chemistry Pub Date : 2025-10-08 DOI: 10.1134/S1070428025601773

I. A. Os’kina, A. Ya. Tikhonov

引用次数: 0