{"title":"Synthesis of 1,1,2-Triphenylethane and Indan by Arylation of Phenyl-Substituted Aldehydes in the Presence of TaCl5 and Mg","authors":"A. M. Gabdullin, R. N. Kadikova, I. R. Ramazanov","doi":"10.1134/S1070428026602281","DOIUrl":"10.1134/S1070428026602281","url":null,"abstract":"<p>The behavior of phenylacetaldehyde and 3-phenylpropanal in the system TaCl<sub>5</sub>–Mg–benzene has been studied. In this system, phenylacetaldehyde was selectively converted into 1,1,2-triphenylethane in 88% yield, whereas 3-phenylpropanal unexpectedly gave rise to a mixture of indan (75%) and 1,1,3-triphenylpropane (15%). In the absence of magnesium or in the presence of its reduced amount (2.5 equiv), aldol reaction occurs with high selectivity. The results showed that the system TaCl<sub>5</sub>–Mg favors not only arylation of phenyl-substituted aldehydes but also intramolecular cyclization in the case of aldehydes with a remote phenyl group.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"62 6","pages":""},"PeriodicalIF":0.8,"publicationDate":"2026-08-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148661945","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}
A. S. Avagyan, S. O. Vardanyan, A. B. Sargsyan, S. A. Harutyunyan, H. V. Gasparyan, A. A. Aghekyan
{"title":"Synthesis and Antihypoxic Properties of New 1,4-Benzodioxane Derivatives Containing a Diallyl Fragment","authors":"A. S. Avagyan, S. O. Vardanyan, A. B. Sargsyan, S. A. Harutyunyan, H. V. Gasparyan, A. A. Aghekyan","doi":"10.1134/S1070428026600920","DOIUrl":"10.1134/S1070428026600920","url":null,"abstract":"<p>The reaction of 2-(1,4-benzodioxan-6-yl)acetonitrile with 2 equiv of allyl bromide in the presence of sodium hydroxide gave 2-(1,4-benzodioxan-6-yl)-2-(prop-2-en-1-yl)pent-4-enenitrile which was reduced to 2-(1,4-benzodioxan-6-yl)-2-(prop-2-en-1-yl)pent-4-en-1-amine with lithium tetrahydridoaluminate. The obtained amine reacted with diethyl oxalate to produce N-substituted ethyl oxamate which was converted to oxalic acid diamides by treatment with various amines (arylalkyl- and hetarylalkylamines, <i>N</i>-benzylpiperazine). <i>N</i>-Aryloxamide derivatives were synthesized by the reaction of 2-(1,4-benzodioxan-6-yl)-2-(prop-2-en-1-yl)pent-4-en-1-amine with ethyl <i>N</i>-aryloxamates. The synthesized compounds were tested for antihypoxic activity.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"62 6","pages":""},"PeriodicalIF":0.8,"publicationDate":"2026-08-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148662017","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}
E. N. Ermakova, S. V. Sysoev, I. P. Tsyrendorzhieva, A. V. Mareev, A. D. Fedorenko, V. R. Shayapov, M. L. Kosinova
{"title":"Synthesis of Tris(allylamino)ethylsilane, Tetrakis(allylamino)silane, and Silicon Carbonitride Films Based Thereon by Gas-Phase Processes","authors":"E. N. Ermakova, S. V. Sysoev, I. P. Tsyrendorzhieva, A. V. Mareev, A. D. Fedorenko, V. R. Shayapov, M. L. Kosinova","doi":"10.1134/S1070428026600841","DOIUrl":"10.1134/S1070428026600841","url":null,"abstract":"<p>1-Ethyl-<i>N</i>,<i>N</i>′,<i>N</i>″-tri(prop-2-en-1-yl)silanetriamine and <i>N</i>,<i>N</i>′,<i>N</i>″,N‴-tetra(prop-2-en-1-yl)silanetetramine have been synthesized for the first time, purified, and characterized by elemental analysis and IR and NMR (<sup>1</sup>H, <sup>13</sup>C, <sup>29</sup>Si) spectra. Their thermal stabilities and quantitative temperature dependences of saturated vapor pressure have been studied in the temperature ranges of 294–378 and 296–394 K by dynamic flow tensimetry, and thermodynamic parameters of their evaporation have been determined. 1-Ethyl-<i>N</i>,<i>N</i>′,<i>N</i>″-tri(prop-2-en-1-yl)silanetriamine has been tested as a precursor to silicon carbonitride films via room-temperature plasma-enhanced chemical vapor deposition. The obtained samples are characterized by a transparency of up to 91%, a refractive index of 1.55–1.61, and a band gap of 2.8–3.4 eV. The effect of annealing on the optical properties of the films has been studied.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"62 6","pages":""},"PeriodicalIF":0.8,"publicationDate":"2026-08-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148661944","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}
E. E. Khramtsova, A. D. Novokshonova, M. V. Dmitriev, P. V. Khramtsov
{"title":"Reaction of Pyrrolo[2,1-c][1,4]benzothiazine-1,2,4-triones with Cyanamides","authors":"E. E. Khramtsova, A. D. Novokshonova, M. V. Dmitriev, P. V. Khramtsov","doi":"10.1134/S1070428026600750","DOIUrl":"10.1134/S1070428026600750","url":null,"abstract":"<p>[4+2]-Cycloaddition of 3-aroylpyrrolo[2,1-<i>c</i>][1,4]benzothiazine-1,2,4-triones and cyanamides afforded benzo[5′,6′][1,4]thiazino[4′,3′:1,2]pyrrolo[2,3-<i>d</i>][1,3]oxazine derivatives. The synthesized compounds were found to inhibit the growth of the microalgae <i>Chlorella vulgaris</i>.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"62 6","pages":""},"PeriodicalIF":0.8,"publicationDate":"2026-08-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148662005","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}
E. E. Khramtsova, A. D. Novokshonova, M. V. Dmitriev, P. V. Khramtsov
{"title":"Reaction of Pyrrolo[2,1-c][1,4]benzothiazine-1,2,4-triones with Cyanamides","authors":"E. E. Khramtsova, A. D. Novokshonova, M. V. Dmitriev, P. V. Khramtsov","doi":"10.1134/S1070428026600750","DOIUrl":"10.1134/S1070428026600750","url":null,"abstract":"<p>[4+2]-Cycloaddition of 3-aroylpyrrolo[2,1-<i>c</i>][1,4]benzothiazine-1,2,4-triones and cyanamides afforded benzo[5′,6′][1,4]thiazino[4′,3′:1,2]pyrrolo[2,3-<i>d</i>][1,3]oxazine derivatives. The synthesized compounds were found to inhibit the growth of the microalgae <i>Chlorella vulgaris</i>.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"62 6","pages":""},"PeriodicalIF":0.8,"publicationDate":"2026-08-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148662010","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}
V. M. Farzaliyev, M. T. Abbasova, V. M. Kazimov, M. A. Mirzoeva, L. R. Safarova, G. S. Kazimova, J. J. Ahmadova
{"title":"Synthesis and Anticorrosion Properties of Azidomethyl Derivatives of Benzazole-2-thiones and 2-Aminothiazole","authors":"V. M. Farzaliyev, M. T. Abbasova, V. M. Kazimov, M. A. Mirzoeva, L. R. Safarova, G. S. Kazimova, J. J. Ahmadova","doi":"10.1134/S1070428026600531","DOIUrl":"10.1134/S1070428026600531","url":null,"abstract":"<p>Previously unknown azidomethyl derivatives of benzazole-2-thiones (1,3-benzoxazole-2-thione, 1,3-benzothiazole-2-thione, and benzimidazole-2-thione) and 1,3-thiazol-2-amine have been synthesized by the reaction of the corresponding alkoxymethyl derivatives with trimethylsilyl azide. The structure of the synthesized compounds has been determined by <sup>1</sup>H and <sup>13</sup>C NMR and IR spectroscopy and mass spectrometry. Their anticorrosion properties toward St-3 steel in acidic medium have been studied by the gravimetric method. All compounds have been found to effectively inhibit steel corrosion, which may be due to the presence of several electron-donor centers (S, N, O, N<sub>3</sub>, and π-conjugated system), providing effective adsorption on the metal surface. Introduction of an azide moiety increases the electron density of the molecule and enhances adsorption of the inhibitor and its protective effect.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"62 6","pages":""},"PeriodicalIF":0.8,"publicationDate":"2026-08-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148662003","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}
{"title":"Synthesis of Antioxidants by the Three-Component Reaction of Naphthols, p-Toluidine, and 3-Bromobenzaldehyde","authors":"A. R. Gimadieva, L. R. Yakupova, R. R. Gataullin","doi":"10.1134/S1070428026602232","DOIUrl":"10.1134/S1070428026602232","url":null,"abstract":"<p>The three-component reaction of 1- or 2-naphthol, <i>p</i>-toluidine, and 3-bromobenzaldehyde afforded 1(or 2)-[(3-bromophenyl)(4-methylanilino)methyl]naphthalen-2(or 1)-ol. The compound obtained from 2-naphthol showed antioxidant activity comparable to that of BHT in the model ethylbenzene oxidation system.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"62 6","pages":""},"PeriodicalIF":0.8,"publicationDate":"2026-08-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148662016","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}
{"title":"Hydroacetoxylation of Polycyclic Cyclopropane-Containing Hydrocarbons with Ethylidene Diacetate and Dimethyl Carbonate in the Presence of Ionic Liquid [Et3NH]+ [HSO4]–","authors":"R. I. Aminov","doi":"10.1134/S1070428026602372","DOIUrl":"10.1134/S1070428026602372","url":null,"abstract":"<p>Hydroacetoxylation of a series of strained polycyclic cyclopropane-containing hydrocarbons, namely four stereoisomeric hexacyclic norbornadiene dimers (<i>exo</i>,<i>exo</i>-, <i>exo</i>,<i>endo</i>-, <i>endo</i>,<i>exo</i>-, and <i>endo</i>,<i>endo</i>hexacyclo[9.2.1.0<sup>2,10</sup>.0<sup>3,8</sup>.0<sup>4,6</sup>.0<sup>5,9</sup>]tetradecanes) and heptacyclic binor-S, in the presence of the ionic liquid [Et<sub>3</sub>NH]<sup>+</sup> [HSO<sub>4</sub>]<sup>−</sup> has been performed for the first time. Both ethylidene diacetate and dimethyl carbonate have been shown to act as an effective source of acetoxy group. The reaction selectively involves cleavage of the most strained C<sup>4</sup>–C<sup>5</sup> bond of the cyclopropane ring, leading to the formation of the corresponding <i>exo</i>-acetoxy derivatives in up to 85% yield. The effects of temperature, reaction time, and reactant ratio on the yield have been studied. The described reactions provide a preparatively convenient synthetic approach to acetoxy derivatives of polycyclic cage hydrocarbons that are promising as intermediate products for the synthesis of biologically active compounds and functional materials.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"62 6","pages":""},"PeriodicalIF":0.8,"publicationDate":"2026-08-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148661948","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}
A. S. Avagyan, S. O. Vardanyan, A. B. Sargsyan, S. A. Harutyunyan, H. V. Gasparyan, A. A. Aghekyan
{"title":"Synthesis and Antihypoxic Properties of New 1,4-Benzodioxane Derivatives Containing a Diallyl Fragment","authors":"A. S. Avagyan, S. O. Vardanyan, A. B. Sargsyan, S. A. Harutyunyan, H. V. Gasparyan, A. A. Aghekyan","doi":"10.1134/S1070428026600920","DOIUrl":"10.1134/S1070428026600920","url":null,"abstract":"<p>The reaction of 2-(1,4-benzodioxan-6-yl)acetonitrile with 2 equiv of allyl bromide in the presence of sodium hydroxide gave 2-(1,4-benzodioxan-6-yl)-2-(prop-2-en-1-yl)pent-4-enenitrile which was reduced to 2-(1,4-benzodioxan-6-yl)-2-(prop-2-en-1-yl)pent-4-en-1-amine with lithium tetrahydridoaluminate. The obtained amine reacted with diethyl oxalate to produce N-substituted ethyl oxamate which was converted to oxalic acid diamides by treatment with various amines (arylalkyl- and hetarylalkylamines, <i>N</i>-benzylpiperazine). <i>N</i>-Aryloxamide derivatives were synthesized by the reaction of 2-(1,4-benzodioxan-6-yl)-2-(prop-2-en-1-yl)pent-4-en-1-amine with ethyl <i>N</i>-aryloxamates. The synthesized compounds were tested for antihypoxic activity.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"62 6","pages":""},"PeriodicalIF":0.8,"publicationDate":"2026-08-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148661956","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}
E. N. Ermakova, S. V. Sysoev, I. P. Tsyrendorzhieva, A. V. Mareev, A. D. Fedorenko, V. R. Shayapov, M. L. Kosinova
{"title":"Synthesis of Tris(allylamino)ethylsilane, Tetrakis(allylamino)silane, and Silicon Carbonitride Films Based Thereon by Gas-Phase Processes","authors":"E. N. Ermakova, S. V. Sysoev, I. P. Tsyrendorzhieva, A. V. Mareev, A. D. Fedorenko, V. R. Shayapov, M. L. Kosinova","doi":"10.1134/S1070428026600841","DOIUrl":"10.1134/S1070428026600841","url":null,"abstract":"<p>1-Ethyl-<i>N</i>,<i>N</i>′,<i>N</i>″-tri(prop-2-en-1-yl)silanetriamine and <i>N</i>,<i>N</i>′,<i>N</i>″,N‴-tetra(prop-2-en-1-yl)silanetetramine have been synthesized for the first time, purified, and characterized by elemental analysis and IR and NMR (<sup>1</sup>H, <sup>13</sup>C, <sup>29</sup>Si) spectra. Their thermal stabilities and quantitative temperature dependences of saturated vapor pressure have been studied in the temperature ranges of 294–378 and 296–394 K by dynamic flow tensimetry, and thermodynamic parameters of their evaporation have been determined. 1-Ethyl-<i>N</i>,<i>N</i>′,<i>N</i>″-tri(prop-2-en-1-yl)silanetriamine has been tested as a precursor to silicon carbonitride films via room-temperature plasma-enhanced chemical vapor deposition. The obtained samples are characterized by a transparency of up to 91%, a refractive index of 1.55–1.61, and a band gap of 2.8–3.4 eV. The effect of annealing on the optical properties of the films has been studied.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"62 6","pages":""},"PeriodicalIF":0.8,"publicationDate":"2026-08-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148662004","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}