Doklady ChemistryPub Date : 2023-01-30DOI: 10.1134/S0012500822700070
A. S. Agarkov, A. A. Kozhikhov, A. A. Nefedova, A. S. Ovsyannikov, D. R. Islamov, S. E. Solovieva, I. S. Antipin
{"title":"New Method for the Preparation of 2,3-Disubstituted 2,3-Dihydrothiazolo[3,2-a]pyrimidines","authors":"A. S. Agarkov, A. A. Kozhikhov, A. A. Nefedova, A. S. Ovsyannikov, D. R. Islamov, S. E. Solovieva, I. S. Antipin","doi":"10.1134/S0012500822700070","DOIUrl":"10.1134/S0012500822700070","url":null,"abstract":"<p>A new approach to the synthesis of 2,3-disubstituted 2,3-dihydrothiazolo[3,2<i>-a</i>]pyrimidines under microwave activation conditions has been developed. The method consists in the nucleophilic addition of methanol to 2-arylmethylidene derivatives of thiazolo[3,2-<i>a</i>]pyrimidine followed by intramolecular rearrangement to form 3,5-diaryl-2,3-dihydrothiazolo[3,2-<i>a</i>]pyrimidine-2,6-dicarboxylates.</p>","PeriodicalId":530,"journal":{"name":"Doklady Chemistry","volume":"505 2","pages":"177 - 183"},"PeriodicalIF":0.8,"publicationDate":"2023-01-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"5148448","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}
Doklady ChemistryPub Date : 2023-01-30DOI: 10.1134/S0012500822600298
E. V. Nosova, A. E. Kopotilova, M. D. Likhacheva, T. N. Moshkina, D. S. Kopchuk
{"title":"Synthesis of Novel Derivatives of 5-Aryl/thienyl-[1,2,4]triazolo[4,3-c]quinazoline","authors":"E. V. Nosova, A. E. Kopotilova, M. D. Likhacheva, T. N. Moshkina, D. S. Kopchuk","doi":"10.1134/S0012500822600298","DOIUrl":"10.1134/S0012500822600298","url":null,"abstract":"<p>[1,2,4]Triazolo[4,3-<i>c</i>]quinazolines bearing <i>p</i>-bromophenyl or 5-bromothiophen-2-yl moiety at position 5 have been synthesized by cyclocondensation of the corresponding 4-hydrazinoquinazolines with ortho esters in boiling ethanol or glacial acidic acid. The synthesized tricyclic derivatives represent valuable intermediates for design of fluorophores and biologically active compounds. The possibility of modifying 5-(4-bromophenyl) derivatives by cross-coupling reaction has been demonstrated.</p>","PeriodicalId":530,"journal":{"name":"Doklady Chemistry","volume":"505 2","pages":"164 - 167"},"PeriodicalIF":0.8,"publicationDate":"2023-01-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"5145274","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}
Doklady ChemistryPub Date : 2023-01-30DOI: 10.1134/S0012500822700082
T. V. Grinevich, M. L. Pridatchenko, D. B. Vinogradov, P. V. Bulatov, A. A. Berlin
{"title":"Synthesis of Polyfunctional Oligoetherdiols Based on Allyl Glycidyl Ether","authors":"T. V. Grinevich, M. L. Pridatchenko, D. B. Vinogradov, P. V. Bulatov, A. A. Berlin","doi":"10.1134/S0012500822700082","DOIUrl":"10.1134/S0012500822700082","url":null,"abstract":"<p>The bromination reaction of oligoetherdiol derived from allyl glycidyl ether by two procedures has been studied. It has been shown that one procedure provides monohydroxy conpounds and compounds containing no OH groups along with completely brominated oligoetherdiol. Their formation has been supposed to proceed via cyclodehydrobromination reaction due to elimination of one or two hydrogen bromide molecules from oligoetherdiol to form dioxane and dioxepane cyclic fragments. Conditions for complete bromination of oligodiol with retention of OH group functionality have been determined.</p>","PeriodicalId":530,"journal":{"name":"Doklady Chemistry","volume":"505 1","pages":"146 - 150"},"PeriodicalIF":0.8,"publicationDate":"2023-01-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"5152806","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}
Doklady ChemistryPub Date : 2023-01-30DOI: 10.1134/S0012500822600328
A. G. Dedov, A. S. Loktev, A. V. Gavrikov, M. A. Bykov, I. E. Mukhin, A. B. Ilyukhin
{"title":"A New Method to Prepare Ni/La2O3 Nanocomposites—Efficient Catalysts for the Partial Oxidation of Methane into Syngas","authors":"A. G. Dedov, A. S. Loktev, A. V. Gavrikov, M. A. Bykov, I. E. Mukhin, A. B. Ilyukhin","doi":"10.1134/S0012500822600328","DOIUrl":"10.1134/S0012500822600328","url":null,"abstract":"<p>A new method was developed to prepare nanoscale Ni/La<sub>2</sub>O<sub>3</sub> composites—efficient catalysts of the partial oxidation of methane (POM) into syngas. The catalysts are formed in situ during POM from LaNiO<sub>3</sub> obtained by the thermal decomposition of heterometallic La–Ni nitrate complexes. The catalysts ensure an almost 100% yield of syngas and are resistant to carbon deposition.</p>","PeriodicalId":530,"journal":{"name":"Doklady Chemistry","volume":"505 1","pages":"151 - 158"},"PeriodicalIF":0.8,"publicationDate":"2023-01-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"5149652","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}
Doklady ChemistryPub Date : 2023-01-30DOI: 10.1134/S0012500822600316
V. P. Osipova, M. A. Polovinkina, A. D. Kolumbet, E. N. Kutlalieva, A. V. Velikorodov, N. T. Berberova
{"title":"Antiradical Activity of Polycyclic Compounds with Indole and Isoindole Moieties","authors":"V. P. Osipova, M. A. Polovinkina, A. D. Kolumbet, E. N. Kutlalieva, A. V. Velikorodov, N. T. Berberova","doi":"10.1134/S0012500822600316","DOIUrl":"10.1134/S0012500822600316","url":null,"abstract":"<p>The antiradical activity of polycyclic compounds with indole and isoindole moieties was evaluated in vitro using a number of assays. All tested compounds, except for 3,5-di(<i>tert</i>-butyl)-4-hydroxybenzenecarbaldehyde <i>N</i>-(2-oxo-1,2-dihydro-3<i>H</i>-indole-3-ylidene)hydrazone, demonstrated much lower activity towards DPPH, ABTS<sup>•+</sup>, and NO<sup>•</sup> radicals than the well-known antioxidant ionol. All compounds showed a high radical-scavenging capacity relative to the superoxide radical anion generated in the enzymatic (NBT assay) and non-enzymatic (epinephrine autoxidation) systems. The high antiradical activity of 3,5-di(<i>tert</i>-butyl)-4-hydroxybenzenecarbaldehyde <i>N</i>-(2-oxo-1,2-dihydro-3<i>H</i>-indol-3-ylidene) hydrazone is attributable to the presence of 2,6-di-<i>tert</i>-butylphenol, indoline, and azine moieties, which promote the formation of a stable intermediate.</p>","PeriodicalId":530,"journal":{"name":"Doklady Chemistry","volume":"505 2","pages":"159 - 163"},"PeriodicalIF":0.8,"publicationDate":"2023-01-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"5153608","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}
Doklady ChemistryPub Date : 2023-01-30DOI: 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, K. V. Savateev, 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}
Doklady ChemistryPub Date : 2023-01-30DOI: 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, 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}
Doklady ChemistryPub Date : 2022-11-03DOI: 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, D. A. Burmistrova, N. P. Pomortseva, A. I. Poddel’sky, 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}
Doklady ChemistryPub Date : 2022-11-03DOI: 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, V. A. Baydikova, A. V. Astakhov, M. E. Minyaev, 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}
Doklady ChemistryPub Date : 2022-11-03DOI: 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, A. S. Galushko, L. U. Dzhemileva, V. A. D’yakonov, 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}