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Diene synthesis of 2-tropylcyclohexanone with N-phenylmaleimide 2- 丙基环己酮与 N-苯基马来酰亚胺的二烯合成
IF 1.7 4区 化学
Russian Chemical Bulletin Pub Date : 2024-08-31 DOI: 10.1007/s11172-024-4311-x
G. N. Kadikova, E. S. Meshcheryakova, L. M. Khalilov
{"title":"Diene synthesis of 2-tropylcyclohexanone with N-phenylmaleimide","authors":"G. N. Kadikova,&nbsp;E. S. Meshcheryakova,&nbsp;L. M. Khalilov","doi":"10.1007/s11172-024-4311-x","DOIUrl":"10.1007/s11172-024-4311-x","url":null,"abstract":"<div><p>The [4π+2π]-cycloaddition of <i>N</i>-phenylmaleimide to 2-tropylcyclohexanone was performed to prepare previously unknown 9-(2-oxocyclohexyl)-4-phenyl-4-azatetra-cyclo[5.3.2.0<sup>2,6</sup>.0<sup>8,10</sup>]dodec-11-ene-3,5-dione in 92% yield. The structure of the azacyclic compound was established by modern methods, including 1D and 2D NMR spectroscopy and X-ray diffraction analysis.</p></div>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":"73 7","pages":"1931 - 1935"},"PeriodicalIF":1.7,"publicationDate":"2024-08-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142188990","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 optically transparent copolyimides based on alicyclic and fluorine-containing diamine 基于脂环族和含氟二胺的光学透明共聚多亚胺的合成
IF 1.7 4区 化学
Russian Chemical Bulletin Pub Date : 2024-08-31 DOI: 10.1007/s11172-024-4322-7
I. A. Novakov, D. V. Zavyalov, E. N. Savelyev, E. A. Alykova, A. M. Pichugin, M. A. Nakhod, E. M. Sukhareva, A. D. Dubinina, E. I. Farkhutdinova
{"title":"Synthesis of optically transparent copolyimides based on alicyclic and fluorine-containing diamine","authors":"I. A. Novakov,&nbsp;D. V. Zavyalov,&nbsp;E. N. Savelyev,&nbsp;E. A. Alykova,&nbsp;A. M. Pichugin,&nbsp;M. A. Nakhod,&nbsp;E. M. Sukhareva,&nbsp;A. D. Dubinina,&nbsp;E. I. Farkhutdinova","doi":"10.1007/s11172-024-4322-7","DOIUrl":"10.1007/s11172-024-4322-7","url":null,"abstract":"<div><p>It was shown that copolyimides based on adamantane-containing diamine and dianhydrides of 2,3,3′,4′-biphenyltetracarboxylic acid (a-BPDA) and 5,5′-(1,1,1,3,3,3-hexafluoropropane-2,2-diyl)bis(2-benzofuran-1,3-dione) (6FDA) are characterized by good thermal-oxidative properties (<i>T</i><sub>5%</sub> = 465–485 °C) and a high optical transparency (<i>T</i><sub>400</sub> = 60–80%) in comparison with copolyimides based on the same dianhydrides and 2,2′-bis(trifluoromethyl)biphenyl-4,4′-diamine (TFBA), containing bulky trifluoromethyl fragments (<i>T</i><sub>400</sub> = 38–67%).</p></div>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":"73 7","pages":"2023 - 2027"},"PeriodicalIF":1.7,"publicationDate":"2024-08-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142188998","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
Catalytic thiomethylation of indoles 吲哚的催化硫代甲基化反应
IF 1.7 4区 化学
Russian Chemical Bulletin Pub Date : 2024-08-31 DOI: 10.1007/s11172-024-4315-6
V. R. Akhmetova, D. V. Leont’ev, N. S. Akhmadiev, E. A. Paramonov
{"title":"Catalytic thiomethylation of indoles","authors":"V. R. Akhmetova,&nbsp;D. V. Leont’ev,&nbsp;N. S. Akhmadiev,&nbsp;E. A. Paramonov","doi":"10.1007/s11172-024-4315-6","DOIUrl":"10.1007/s11172-024-4315-6","url":null,"abstract":"<div><p>The catalysis of direct thiomethylation of 1<i>H</i>-indole and tryptophan under the action of the formaldehyde—mercaptan reagent system in the presence of acids and bases, phosphorus oxide and the oxidative system I<sub>2</sub>/NaOH was studied. A mechanism for the catalysis of the multicomponent thiomethylation reaction was proposed based on the results of mass spectrometric study of intermediate compounds.</p></div>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":"73 7","pages":"1962 - 1967"},"PeriodicalIF":1.7,"publicationDate":"2024-08-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142188993","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
Physicochemical properties of N,N-allyl-N′-acylhydrazine copolymers with acrylonitrile N,N-烯丙基-N′-酰肼与丙烯腈共聚物的物理化学特性
IF 1.7 4区 化学
Russian Chemical Bulletin Pub Date : 2024-08-31 DOI: 10.1007/s11172-024-4324-5
T. D. Batueva, M. N. Gorbunova, S. A. Zabolotnykh, V. O. Gogolishvili
{"title":"Physicochemical properties of N,N-allyl-N′-acylhydrazine copolymers with acrylonitrile","authors":"T. D. Batueva,&nbsp;M. N. Gorbunova,&nbsp;S. A. Zabolotnykh,&nbsp;V. O. Gogolishvili","doi":"10.1007/s11172-024-4324-5","DOIUrl":"10.1007/s11172-024-4324-5","url":null,"abstract":"<div><p>The physicochemical properties of high-molecular weight compounds based on <i>N,N</i>-diallyl-<i>N</i>′-acyllhydrazines were studied. Based on the results of thermal analysis it was established that sorbents are stable up to 160–210 °C; the destruction of the initial <i>N,N</i>-diallyl-<i>N</i>′-acyllhydrazines starts at lower temperatures. The stability of sorbents in various media, the values of static exchange capacities for hydrogen ions and hydroxide ions (<span>(text{SEC}_{rm{H}^{+}})</span> and <span>(text{SEC}_{text{OH}^{-}})</span>), and isoelectric points of the surface were determined. Samples for further study of the rare earth metals sorption were selected.</p></div>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":"73 7","pages":"2034 - 2039"},"PeriodicalIF":1.7,"publicationDate":"2024-08-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142189001","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
Functionalization of guanidinium polyampholytes with drugs 胍多聚物与药物的功能化
IF 1.7 4区 化学
Russian Chemical Bulletin Pub Date : 2024-08-31 DOI: 10.1007/s11172-024-4325-4
M. N. Gorbunova, A. V. Ovcharuk, L. M. Lemkina
{"title":"Functionalization of guanidinium polyampholytes with drugs","authors":"M. N. Gorbunova,&nbsp;A. V. Ovcharuk,&nbsp;L. M. Lemkina","doi":"10.1007/s11172-024-4325-4","DOIUrl":"10.1007/s11172-024-4325-4","url":null,"abstract":"<div><p>The possibility of functionalizing copolymers of 2,2-diallyl-1,1,3,3-tetraethylguanidinium chloride and methacrylic acid with drugs (isoniazid, ampicillin) and amino acids (<span>l</span>-α-alanine, methionine) was demonstrated.</p></div>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":"73 7","pages":"2040 - 2047"},"PeriodicalIF":1.7,"publicationDate":"2024-08-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142189002","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
Isoxazolo- and 2-cyano-1-ene derivatives of dipterocarpol with antiviral activity 具有抗病毒活性的异恶唑-和 2-氰基-1-烯双酯酚衍生物
IF 1.7 4区 化学
Russian Chemical Bulletin Pub Date : 2024-08-31 DOI: 10.1007/s11172-024-4332-5
I. E. Smirnova, O. B. Kazakova
{"title":"Isoxazolo- and 2-cyano-1-ene derivatives of dipterocarpol with antiviral activity","authors":"I. E. Smirnova,&nbsp;O. B. Kazakova","doi":"10.1007/s11172-024-4332-5","DOIUrl":"10.1007/s11172-024-4332-5","url":null,"abstract":"<div><p>By modifying ring A in the dammarane triterpenoid dipterocarpol, derivatives with isoxazole and 2-cyano-1-ene fragments were synthesized, which showed activity against the influenza A virus (H1N1) with selectivity indices of 19 and 23.</p></div>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":"73 7","pages":"2115 - 2120"},"PeriodicalIF":1.7,"publicationDate":"2024-08-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142189040","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
Enamine-based synthesis of functionalized aminoalkyl compounds bearing 3-, 4- or 5-coordinated phosphorus atom 基于烯胺合成含 3、4 或 5 配位磷原子的官能化氨基烷基化合物
IF 1.7 4区 化学
Russian Chemical Bulletin Pub Date : 2024-08-31 DOI: 10.1007/s11172-024-4314-7
Yu. N. Bubnov, A. A. Prishchenko, M. V. Livantsov, O. P. Novikova, L. I. Livantsova, S. V. Baranin
{"title":"Enamine-based synthesis of functionalized aminoalkyl compounds bearing 3-, 4- or 5-coordinated phosphorus atom","authors":"Yu. N. Bubnov,&nbsp;A. A. Prishchenko,&nbsp;M. V. Livantsov,&nbsp;O. P. Novikova,&nbsp;L. I. Livantsova,&nbsp;S. V. Baranin","doi":"10.1007/s11172-024-4314-7","DOIUrl":"10.1007/s11172-024-4314-7","url":null,"abstract":"<div><p>A convenient synthesis of functionalized aminoalkyl organophosphorus compounds bearing 3-, 4- or 5-coordinated phosphorus atom is based on readily available enamines and trivalent phosphorus acid esters. Radical addition of bis(trimethylsiloxy)phosphine to enamines proceeds regioselectively to give aminoalkylphosphonites, and their subsequent functionalization affords various derivatives of the target acids. The nucleophilic addition of hydrospirophosphorane to enamines also proceeds regioselectively to furnish α-aminoalkyl spirophosphoranes containing five-coordinated phosphorus atom. The resulting compounds are of interest as promising biologically active substances and water-soluble ligands.</p></div>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":"73 7","pages":"1953 - 1961"},"PeriodicalIF":1.7,"publicationDate":"2024-08-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142188992","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 cyclization of N-(2-oxo-4-phenyl-1,2-dihydropyridin-3-yl)thioureas to 7-phenyloxazolo[5,4-b]pyridin-2-amines N-(2-氧代-4-苯基-1,2-二氢吡啶-3-基)硫脲氧化环化成 7-苯基恶唑并[5,4-b]吡啶-2-胺
IF 1.7 4区 化学
Russian Chemical Bulletin Pub Date : 2024-08-31 DOI: 10.1007/s11172-024-4320-9
S. A. Kirnosov, A. L. Shatsauskas, T. Yu. Zheleznova, V. Yu. Shuvalov, A. S. Kostyuchenko, A. S. Fisyuk
{"title":"Oxidative cyclization of N-(2-oxo-4-phenyl-1,2-dihydropyridin-3-yl)thioureas to 7-phenyloxazolo[5,4-b]pyridin-2-amines","authors":"S. A. Kirnosov,&nbsp;A. L. Shatsauskas,&nbsp;T. Yu. Zheleznova,&nbsp;V. Yu. Shuvalov,&nbsp;A. S. Kostyuchenko,&nbsp;A. S. Fisyuk","doi":"10.1007/s11172-024-4320-9","DOIUrl":"10.1007/s11172-024-4320-9","url":null,"abstract":"<div><p>The reaction of <i>N</i>-(2-oxo-4-phenyl-1,2-dihydropyridin-3-yl)thioureas with hydrogen peroxide in aqueous ethanol proceeded <i>via</i> the oxidation of the sulfur atom and its subsequent replacement with the oxygen atom of pyridin-2-one to give oxazolo[5,4-<i>b</i>]pyridin-2-amines. 7-Phenyloxazolo[5,4-<i>b</i>]pyridin-2-amines were found to be effective luminophores emitting in the violet spectral range with quantum yields up to 0.59, whereas the corresponding thioureas have no luminescent properties.</p></div>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":"73 7","pages":"2004 - 2013"},"PeriodicalIF":1.7,"publicationDate":"2024-08-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142188997","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
Immobilization of doxorubicin on Fe3O4 magnetic nanoparticles modified with iron and silicon glycerolates 多柔比星在经铁和硅甘油酯修饰的 Fe3O4 磁性纳米粒子上的固定化
IF 1.7 4区 化学
Russian Chemical Bulletin Pub Date : 2024-08-31 DOI: 10.1007/s11172-024-4305-8
D. S. Tishin, M. S. Valova, A. M. Demin, A. S. Minin, M. A. Uimin, V. P. Krasnov, A. V. Zamyatin, T. G. Khonina
{"title":"Immobilization of doxorubicin on Fe3O4 magnetic nanoparticles modified with iron and silicon glycerolates","authors":"D. S. Tishin,&nbsp;M. S. Valova,&nbsp;A. M. Demin,&nbsp;A. S. Minin,&nbsp;M. A. Uimin,&nbsp;V. P. Krasnov,&nbsp;A. V. Zamyatin,&nbsp;T. G. Khonina","doi":"10.1007/s11172-024-4305-8","DOIUrl":"10.1007/s11172-024-4305-8","url":null,"abstract":"<div><p>Sorption of doxorubicin (Dox) on Fe<sub>3</sub>O<sub>4</sub> magnetic nanoparticles coated with iron and silicon glycerolates (ISG-MNPs) was studied. The Dox sorption experiments were carried out in water at different concentrations of ISG-MNPs and Dox. The loading efficiency was assessed by UV spectroscopy. It was demonstrated that at an ISG-MNPs concentration of 0.2 wt.%, an increase in the Dox: ISG-MNPs ratio (from 0.20 to 1.55 w/w) leads to a slow increase in the drug loading capacity (LC) from about 3 to 5%; in this case, the loading efficiency (LE) abruptly decreases from 43 to 6%. A decrease in the ISG-MNPs concentration from 1.0 to 0.5 wt.% (at 0.3 wt.% Dox) leads to an increase in LC from 5.0 to 6.7%. <i>In vitro</i> experiments demonstrated dose-dependent cytotoxicity of the synthesized nanomaterial against human rhabdosarcoma (RD) cells, <i>viz.</i>, the statistically significant toxicity of Dox-loaded ISG-MNPs was evident for a nanoconjugate solution with a concentration of 10 µg mL<sup>−1</sup>, and the cell survival in solutions with a concentration of 100 µg mL<sup>−1</sup> was 57%.</p></div>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":"73 7","pages":"1884 - 1893"},"PeriodicalIF":1.7,"publicationDate":"2024-08-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142188984","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 spiro[adamantane-2,2′-boriranes] via the Cp2TiCl2-catalyzed cycloboration of methyleneadamantane with boron halides 通过 Cp2TiCl2 催化亚甲基金刚烷与卤化硼的环硼化作用，一步合成螺[金刚烷-2,2′-硼环]化合物
IF 1.7 4区 化学
Russian Chemical Bulletin Pub Date : 2024-08-31 DOI: 10.1007/s11172-024-4308-5
L. I. Tulyabaeva, R. R. Salakhutdinov, T. V. Tyumkina, A. R. Tulyabaev, M. F. Abdullin
{"title":"One-pot synthesis of spiro[adamantane-2,2′-boriranes] via the Cp2TiCl2-catalyzed cycloboration of methyleneadamantane with boron halides","authors":"L. I. Tulyabaeva,&nbsp;R. R. Salakhutdinov,&nbsp;T. V. Tyumkina,&nbsp;A. R. Tulyabaev,&nbsp;M. F. Abdullin","doi":"10.1007/s11172-024-4308-5","DOIUrl":"10.1007/s11172-024-4308-5","url":null,"abstract":"<div><p>A new one-pot method for the synthesis of earlier unknown boron-containing adamantane derivatives, spiro[adamantane-2,2′-boriranes], <i>via</i> the catalytic cycloboration of methyleneadamantane with BF<sub>3</sub>·THF and RBCl<sub>2</sub>·SMe<sub>2</sub> (R is 2-norbornyl and cyclooctyl) in the presence of Cp<sub>2</sub>TiCl<sub>2</sub> and Mg (acceptor of halide ions) was developed. The structure of spiro[adamantane-2,2′-boriranes] was elucidated using 1D (<sup>1</sup>H, <sup>13</sup>C, <sup>11</sup>B, and <sup>19</sup>F) and 2D (HSQC, HMBC, COSY, and diffusion-ordered (DOSY)) NMR techniques. 1-Fluorosubstituted spiro[adamantane-2,2′-borirane] was identified as a complex with the solvent molecule (THF) according to a comparison of the experimental and calculated <sup>11</sup>B NMR chemical shifts and the calculation data for the thermodynamic parameters of complex formation.</p></div>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":"73 7","pages":"1907 - 1915"},"PeriodicalIF":1.7,"publicationDate":"2024-08-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142188987","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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