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A Versatile Method for the Synthesis of 7-Aminoazolo[1,5-a]pyrimidine-6-carbonitriles 合成7-氨基偶氮[1,5- A]嘧啶-6-碳腈的通用方法
IF 0.8 4区 化学
Doklady Chemistry Pub Date : 2023-01-30 DOI: 10.1134/S0012500822600304
G. V. Urakov, K. V. Savateev,  V. L. Rusinov
{"title":"A Versatile Method for the Synthesis of 7-Aminoazolo[1,5-a]pyrimidine-6-carbonitriles","authors":"G. V. Urakov,&nbsp;K. V. Savateev,&nbsp; V. L. Rusinov","doi":"10.1134/S0012500822600304","DOIUrl":"10.1134/S0012500822600304","url":null,"abstract":"<p>Nitrile-containing azoloazines with a bridged nitrogen atom are of interest as molecules with potential antiviral and antidiabetic activity. To date, a few corresponding 7-aminoazolo[1,5-<i>a</i>]pyrimidine-6-carbonitriles has been described in the literature and there is no universal method for their synthesis, which limits the possibility to optimize structure for preparing derivatives with prescribed biological activity. In the present work, we have studied different conditions for cyclocondensation of aminoazoles and (ethoxymethylidene)malononotrile; we have shown that optimal method for synthesis of 7-aminoazolo[1,5-<i>a</i>]pyrimidine-6-carbonitriles is the heating of initial components in pyridine. This method provides a library of different nitrileazolopyrimidines containing both electron-donating and electron-withdrawing substituents in the azole fragment.</p>","PeriodicalId":530,"journal":{"name":"Doklady Chemistry","volume":"505 2","pages":"168 - 176"},"PeriodicalIF":0.8,"publicationDate":"2023-01-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"5146667","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
Acetylene in Organic Synthesis. From the Chaos of Small Molecules to Highly Organized Structures. A Review 有机合成中的乙炔。从小分子的混沌到高度组织的结构。回顾
IF 0.8 4区 化学
Doklady Chemistry Pub Date : 2023-01-30 DOI: 10.1134/S0012500822700069
E. Yu. Schmidt,  B. A. Trofimov
{"title":"Acetylene in Organic Synthesis. From the Chaos of Small Molecules to Highly Organized Structures. A Review","authors":"E. Yu. Schmidt,&nbsp; B. A. Trofimov","doi":"10.1134/S0012500822700069","DOIUrl":"10.1134/S0012500822700069","url":null,"abstract":"<p>The review highlights the recently discovered superbase-promoted self-organization of complex molecular structures of great synthetic significance with the participation of acetylene (a large-tonnage industrial feedstock) and simple available nucleophilic molecules. The self-organization comprises a concerted sequence of elementary chemical stages involving several molecules of acetylene, which ultimately leads to a one-pot synthesis of complex highly reactive molecular systems structurally close to essential natural compounds. This new phenomenon in organic chemistry fundamentally expands the possibilities of acetylene-driven fine organic synthesis and meets the requirements of green chemistry (one pot, atom and energy economy, theoretical waste-free production, low carbon footprint).</p>","PeriodicalId":530,"journal":{"name":"Doklady Chemistry","volume":"505 1","pages":"127 - 145"},"PeriodicalIF":0.8,"publicationDate":"2023-01-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"5149651","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: 1
Antioxidant Activity of Catechol Thioethers with Heterocyclic Moieties in Reactions with Radical Promoters 杂环邻苯二酚硫醚与自由基促进剂反应的抗氧化活性
IF 0.8 4区 化学
Doklady Chemistry Pub Date : 2022-11-03 DOI: 10.1134/S0012500822600134
I. V. Smolyaninov, D. A. Burmistrova, N. P. Pomortseva, A. I. Poddel’sky, N. T. Berberova
{"title":"Antioxidant Activity of Catechol Thioethers with Heterocyclic Moieties in Reactions with Radical Promoters","authors":"I. V. Smolyaninov,&nbsp;D. A. Burmistrova,&nbsp;N. P. Pomortseva,&nbsp;A. I. Poddel’sky,&nbsp;N. T. Berberova","doi":"10.1134/S0012500822600134","DOIUrl":"10.1134/S0012500822600134","url":null,"abstract":"<p>Novel thioethers with nitrogen- and oxygen-containing heterocyclic moieties and a redox-active catechol group were synthesized. The radical scavenging and antioxidant activities of the compounds were studied in reactions with synthetic radicals and in the DNA oxidative damage. The catechols with nitrogen-containing heterocyclic substituents or a furan ring showed pronounced radical scavenging activity in reactions with diphenylpicrylhydrazyl or generated 2,2'-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) radical cation. In the case of DNA oxidative damage, a dual anti/pro-oxidant effect was found. Catechol thioethers with methoxybenzoxazole or furan rings showed the highest activity in all biological assays.</p>","PeriodicalId":530,"journal":{"name":"Doklady Chemistry","volume":"504 2","pages":"100 - 105"},"PeriodicalIF":0.8,"publicationDate":"2022-11-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"4137702","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
Nickel-Catalyzed N-Arylation of C-Amino-1,2,4-triazoles with Arylboronic Acids 镍催化c -氨基-1,2,4-三唑与芳香硼酸的n -芳基化反应
IF 0.8 4区 化学
Doklady Chemistry Pub Date : 2022-11-03 DOI: 10.1134/S0012500822700057
A. Yu. Chernenko, V. A. Baydikova, A. V. Astakhov, M. E. Minyaev, V. M. Chernyshev
{"title":"Nickel-Catalyzed N-Arylation of C-Amino-1,2,4-triazoles with Arylboronic Acids","authors":"A. Yu. Chernenko,&nbsp;V. A. Baydikova,&nbsp;A. V. Astakhov,&nbsp;M. E. Minyaev,&nbsp;V. M. Chernyshev","doi":"10.1134/S0012500822700057","DOIUrl":"10.1134/S0012500822700057","url":null,"abstract":"<p>Nickel-catalyzed N-arylation of <i>C</i>-amino-1,2,4-triazoles with arylboronic acids was studied for the first time. An efficient catalytic system based on nickel chloride and phenanthroline was developed and a new method for the preparation of 1-substituted 3(5)-arylamino-1,2,4-triazoles was proposed.</p>","PeriodicalId":530,"journal":{"name":"Doklady Chemistry","volume":"504 2","pages":"93 - 99"},"PeriodicalIF":0.8,"publicationDate":"2022-11-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"4140172","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
Application of Bio-Profiles of Chemical Reactions for Analysis of Solvent Impact on Overall Toxicity of C–C Cross-Coupling Process 化学反应生物谱在溶剂对C-C交联过程总毒性影响分析中的应用
IF 0.8 4区 化学
Doklady Chemistry Pub Date : 2022-11-03 DOI: 10.1134/S0012500822600080
K. S. Egorova, A. S. Galushko, L. U. Dzhemileva, V. A. D’yakonov,  V. P. Ananikov
{"title":"Application of Bio-Profiles of Chemical Reactions for Analysis of Solvent Impact on Overall Toxicity of C–C Cross-Coupling Process","authors":"K. S. Egorova,&nbsp;A. S. Galushko,&nbsp;L. U. Dzhemileva,&nbsp;V. A. D’yakonov,&nbsp; V. P. Ananikov","doi":"10.1134/S0012500822600080","DOIUrl":"10.1134/S0012500822600080","url":null,"abstract":"<p>In this work, we used a recently proposed concept of bio-Profiles and bio-Factors for studying the solvent contribution into the “overall cytotoxicity” of chemical reactions by the example of synthesis of 1,1'-biphenyl from aryl halide and phenylboronic acid. Two standard solvents (ethanol and <i>N</i>-methylpyrrolidone) and four ionic liquids (1-ethyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide, 1-ethyl-3-methylimidazolium tetrafluoroborate, 1-butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide, and cholinium bis(trifluoromethylsulfonyl)imide) were analyzed.</p>","PeriodicalId":530,"journal":{"name":"Doklady Chemistry","volume":"504 2","pages":"106 - 117"},"PeriodicalIF":0.8,"publicationDate":"2022-11-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"4137963","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
Electrochemical Removal of Hydroxyl and Diffusible Hydrogen in Aluminum Fluoride Slags of Welding Flux-Cored Wires 电化学去除药芯焊丝熔渣中羟基和可扩散氢
IF 0.8 4区 化学
Doklady Chemistry Pub Date : 2022-11-03 DOI: 10.1134/S0012500822700033
A. I. Rudskoi, S. G. Parshin
{"title":"Electrochemical Removal of Hydroxyl and Diffusible Hydrogen in Aluminum Fluoride Slags of Welding Flux-Cored Wires","authors":"A. I. Rudskoi,&nbsp;S. G. Parshin","doi":"10.1134/S0012500822700033","DOIUrl":"10.1134/S0012500822700033","url":null,"abstract":"<p>This paper presents the scientific and technological principles of electrochemical removal of diffusible hydrogen by reactions of hydroxyl and hydrogen in molten aluminum fluoride slag and in the gas phase. A model was proposed for the electrochemical processes in the weld pool with the formation of aluminum fluoride polymer clusters in TiO<sub>2</sub>–CaF<sub>2</sub>–Na<sub>3</sub>AlF<sub>6</sub> slag to reduce the content of diffusible hydrogen, decrease the volume of slag inclusions, and improve the mechanical properties of bainitic steel welded joints.</p>","PeriodicalId":530,"journal":{"name":"Doklady Chemistry","volume":"504 2","pages":"118 - 121"},"PeriodicalIF":0.8,"publicationDate":"2022-11-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"4137964","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
Spectral Characteristics of Quartz Glass Smelted by Vacuum Compression Technology from Various Types of Raw Materials 不同原料真空压缩法制备石英玻璃的光谱特性
IF 0.8 4区 化学
Doklady Chemistry Pub Date : 2022-11-03 DOI: 10.1134/S0012500822700045
A. S. Lebedev,  V. N. Anfilogov, V. G. Kuz’min, V. M. Ryzhkov
{"title":"Spectral Characteristics of Quartz Glass Smelted by Vacuum Compression Technology from Various Types of Raw Materials","authors":"A. S. Lebedev,&nbsp; V. N. Anfilogov,&nbsp;V. G. Kuz’min,&nbsp;V. M. Ryzhkov","doi":"10.1134/S0012500822700045","DOIUrl":"10.1134/S0012500822700045","url":null,"abstract":"<p>A study was made of glass samples obtained from highly purified natural quartz, synthetic silica, and glass grit made of synthetic quartz crystals smelted according to a technology that included elements of the KS-4V technology. It was determined that the transmission spectra of the glasses smelted from various materials have differences in the UV and IR regions.</p>","PeriodicalId":530,"journal":{"name":"Doklady Chemistry","volume":"504 2","pages":"122 - 125"},"PeriodicalIF":0.8,"publicationDate":"2022-11-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"4140163","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: Radical and Ionic Pathways of Reaction in Bu4NI/t-BuOOH System 氧化C-O偶联:Bu4NI/t-BuOOH体系反应的自由基和离子途径
IF 0.8 4区 化学
Doklady Chemistry Pub Date : 2022-11-02 DOI: 10.1134/S0012500822600092
E. R. Lopat’eva, I. B. Krylov, I. V. Kuzmin, S. V. Suchkov,  A. O. Terent’ev
{"title":"Oxidative C–O Coupling: Radical and Ionic Pathways of Reaction in Bu4NI/t-BuOOH System","authors":"E. R. Lopat’eva,&nbsp;I. B. Krylov,&nbsp;I. V. Kuzmin,&nbsp;S. V. Suchkov,&nbsp; A. O. Terent’ev","doi":"10.1134/S0012500822600092","DOIUrl":"10.1134/S0012500822600092","url":null,"abstract":"<p>The Bu<sub>4</sub>NI/<i>t-</i>BuOOH oxidative system is widely used in organic synthesis, but mechanistic principles underlying its reactivity are only partially explored. In this work, drawing on the example of the oxidative C–O coupling reaction between compounds with a carbonyl group and (or) a benzyl moiety with <i>N</i>-hydroxyphthalimide, it has been discovered that the coupling with the CH-acidic fragment of the carbonyl group proceeds <i>via</i> ionic mechanism, and the coupling with the benzyl fragment proceeds <i>via</i> radical mechanism. When dimethylacetamide is used as a solvent, the ionic process with the participation of the carbonyl group prevails, while in MeCN the radical process involving the benzyl moiety is realized along with the ionic process. For the oxidative C–O coupling with participation of the benzyl moiety without affecting the α-CH fragment of the carbonyl group, it is advisable to use PhI(OAc)<sub>2</sub>, Ce(NH<sub>4</sub>)<sub>2</sub>(NO<sub>2</sub>)<sub>6</sub>, or <i>t‑</i>BuOO<i>t-</i>Bu as oxidants for which only radical pathway is characteristic.</p>","PeriodicalId":530,"journal":{"name":"Doklady Chemistry","volume":"504 1","pages":"67 - 73"},"PeriodicalIF":0.8,"publicationDate":"2022-11-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"4099532","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
Interaction of 2-Amino-1,3,4-thiadiazoles with 1,2,4-Triazine-5-carbonitriles 2-氨基-1,3,4-噻二唑与1,2,4-三嗪-5-碳腈的相互作用
IF 0.8 4区 化学
Doklady Chemistry Pub Date : 2022-11-02 DOI: 10.1134/S0012500822600146
A. P. Krinochkin, Ya. K. Shtaitz, E. A. Kudryashova, E. D. Ladin, D. S. Kopchuk, G. V. Zyryanov, Yu. M. Shafran, E. V. Nosova,  O. N. Chupakhin
{"title":"Interaction of 2-Amino-1,3,4-thiadiazoles with 1,2,4-Triazine-5-carbonitriles","authors":"A. P. Krinochkin,&nbsp;Ya. K. Shtaitz,&nbsp;E. A. Kudryashova,&nbsp;E. D. Ladin,&nbsp;D. S. Kopchuk,&nbsp;G. V. Zyryanov,&nbsp;Yu. M. Shafran,&nbsp;E. V. Nosova,&nbsp; O. N. Chupakhin","doi":"10.1134/S0012500822600146","DOIUrl":"10.1134/S0012500822600146","url":null,"abstract":"<p>A possibility of preparation of 1,2,4-triazines with a residue of 2-amino-1,3,4-thiadiazoles at the C5 position by the solvent-free reaction of <i>ipso</i>-amination of 3,6-di(het)aryl-1,2,4-triazine-5-carbonitriles has been studied. It has been found that the reaction also leads to the corresponding 5-amino-1,2,4-triazines as minor products.</p>","PeriodicalId":530,"journal":{"name":"Doklady Chemistry","volume":"504 1","pages":"79 - 82"},"PeriodicalIF":0.8,"publicationDate":"2022-11-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"4099539","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
Processes in H2PtCl6 ⋅ 6H2O–Solvent Systems. Part I: Alcohol Solutions H2PtCl6·6h2o -溶剂体系中的工艺。第一部分:酒精解决方案
IF 0.8 4区 化学
Doklady Chemistry Pub Date : 2022-11-02 DOI: 10.1134/S0012500822600122
N. V. Klimova, A. G. Ivanov, A. V. Lebedev,  P. A. Storozhenko
{"title":"Processes in H2PtCl6 ⋅ 6H2O–Solvent Systems. Part I: Alcohol Solutions","authors":"N. V. Klimova,&nbsp;A. G. Ivanov,&nbsp;A. V. Lebedev,&nbsp; P. A. Storozhenko","doi":"10.1134/S0012500822600122","DOIUrl":"10.1134/S0012500822600122","url":null,"abstract":"<p>Transformation of H<sub>2</sub>PtCl<sub>6</sub> over time under the action of 2-octanol has been studied by NMR, IR spectroscopy, GLC, and GC/MS. It has been found for the first time that the alcohol in a H<sub>2</sub>PtCl<sub>6</sub> ⋅ 6H<sub>2</sub>O–2-octanol solution is hydrochlorinated to give 2-chlorooctane. Dehydrated platinum chlorides catalyze the elimination of methyl groups in trimethylchlorosilane and hexamethyldisiloxane, which leads to the formation of polydimethylsiloxanes. It has been assumed that the resulting π-complex of H<sub>2</sub>PtCl<sub>4</sub> with octene-1 is not stable in a hydrochloric medium and rapidly decomposes to release chloroalkyl.</p>","PeriodicalId":530,"journal":{"name":"Doklady Chemistry","volume":"504 1","pages":"88 - 91"},"PeriodicalIF":0.8,"publicationDate":"2022-11-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"4100582","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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