K. A. Frolov, B. S. Krivokolysko, V. V. Dotsenko, N. A. Aksenov, S. G. Krivokolysko
{"title":"Synthesis of 5-Aryl-4-sulfanylidene-2,3,4,5,6,8-hexahydro-7H-pyrido[3,2-e][1,3]thiazin-7-ones","authors":"K. A. Frolov, B. S. Krivokolysko, V. V. Dotsenko, N. A. Aksenov, S. G. Krivokolysko","doi":"10.1134/S1070428024090070","DOIUrl":"10.1134/S1070428024090070","url":null,"abstract":"<p><i>N</i>-Methylmorpholinium 4-aryl-5-cyano-2-oxo-1,2,3,4-tetrahydropyridine-6-thiolates reacted with hydrogen sulfide and formaldehyde in ethanol to give 5-aryl-4-sulfanylidene-2,3,4,5,6,8-hexahydro-7<i>H</i>-pyrido[3,2-<i>e</i>][1,3]thiazin-7-ones. The molecular and crystal structures of <i>N</i>-methylmorpholinium 5-cyano-2-oxo-4-(3,4,5-trimethoxyphenyl)-1,2,3,4-tetrahydropyridine-6-thiolate were determined by X-ray analysis.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"60 9","pages":"1667 - 1672"},"PeriodicalIF":0.8,"publicationDate":"2024-11-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142595464","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. A. Lyadov, N. V. Shavrina, E. S. Denislamova, A. N. Maslivets
{"title":"Reaction of 1-Antipyryl-4-aroyl-5-methoxycarbonyl-1H-pyrrole-2,3-diones with Ethylenediamine","authors":"V. A. Lyadov, N. V. Shavrina, E. S. Denislamova, A. N. Maslivets","doi":"10.1134/S1070428024090276","DOIUrl":"10.1134/S1070428024090276","url":null,"abstract":"<p>Methyl 3-aroyl-1-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1<i>H</i>-pyrazol-4-yl)-2,4-dihydroxy-5-oxo-2,5-dihydro-1<i>H</i>-pyrrole-2-carboxylates reacted with ethylenediamine to give methyl-5-aryl-8-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1<i>H</i>-pyrazol-4-yl)-6,7-dioxo-2,3,4,6,7,8-hexahydropyrrolo[2,3-<i>e</i>][1,4]diazepine-8a(1<i>H</i>)-carboxylates. The product structure was confirmed by <sup>1</sup>H NMR and IR spectra.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"60 9","pages":"1828 - 1830"},"PeriodicalIF":0.8,"publicationDate":"2024-11-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142595334","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}
M. R. Baimuratov, U. M. Aristova, M. S. Shishkina, M. V. Leonova, Yu. N. Klimochkin
{"title":"Alkenylation of Adamantanols with Alcohols in the Presence of Sulfuric Acid","authors":"M. R. Baimuratov, U. M. Aristova, M. S. Shishkina, M. V. Leonova, Yu. N. Klimochkin","doi":"10.1134/S1070428024080037","DOIUrl":"10.1134/S1070428024080037","url":null,"abstract":"<p>A series of adamantyl-containing alkenes were synthesized by the alkenylation of adamantan-1-ol with secondary alcohols in the presence of sulfuric acid. The scope of application of this reaction was explored to show that the alkenylation reaction with symmetrical dialkylcarbinols occurs in a selective fashion. The alkenylation of adamantan-1-ol with <i>sec</i>-pentanol and its higher homologs gives a mixture of isomeric alkenes. The reactions of substituted adamantanols with isopropanol, butan-2-ol, and cyclohexanol in the presence of sulfuric acid were studied, and a series of new unsaturated derivatives of the adamantane series were obtained.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"60 8","pages":"1591 - 1599"},"PeriodicalIF":0.8,"publicationDate":"2024-11-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142587727","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 and Transformations of Novel Shiff Bases Derived from 1-[2-Methyl-4-(methylsulfanyl)quinolin-3-yl]propan-2-ones","authors":"I. L. Aleksanyan, L. P. Hambardzumyan","doi":"10.1134/S1070428024080025","DOIUrl":"10.1134/S1070428024080025","url":null,"abstract":"<p>Novel Schiff base derivatives were synthesized, starting from 1-[2-methyl-4-sulfanylquinolin-3-yl]propan-2-ones and 1-[2-methyl-4-(methylsulfanyl)quinoline, substituted in the benzene ring. To obtain the Schiff base derivatives containing the 4-(methylsulfanyl) group, the corresponding 4-sulfanylquinoline-propan-2-ones and 3-(2-chloroallyl)-4-sulfanylquinolines were methylated, and then the chloroallyl group in the resulting 3-(2-chloroallyl)-4-(methylsulfanyl)quinolines was subjected to acid hydrolysis.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"60 8","pages":"1585 - 1590"},"PeriodicalIF":0.8,"publicationDate":"2024-11-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142587730","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}
I. I. Stoikov, I. S. Antipin, V. A. Burilov, A. R. Kurbangalieva, N. V. Rostovskii, A. S. Pankova, I. A. Balova, Yu. O. Remizov, L. M. Pevzner, M. L. Petrov, A. V. Vasilyev, A. D. Averin, I. P. Beletskaya, V. G. Nenajdenko, E. K. Beloglazkina, S. P. Gromov, S. S. Karlov, T. V. Magdesieva, A. A. Prishchenko, S. V. Popkov, A. O. Terent’ev, G. V. Tsaplin, T. P. Kustova, L. B. Kochetova, N. A. Magdalinova, E. A. Krasnokutskaya, A. V. Nyuchev, Yu. L. Kuznetsova, A. Yu. Fedorov, A. Yu. Egorova, V. S. Grinev, V. V. Sorokin, K. L. Ovchinnikov, E. R. Kofanov, A. V. Kolobov, V. L. Rusinov, G. V. Zyryanov, E. V. Nosov, V. A. Bakulev, N. P. Belskaya, T. V. Berezkina, D. L. Obydennov, V. Ya. Sosnovskikh, S. G. Bakhtin, O. V. Baranova, V. S. Doroshkevich, G. Z. Raskildina, R. M. Sultanova, S. S. Zlotskii, V. D. Dyachenko, I. V. Dyachenko, A. S. Fisyuk, V. V. Konshin, V. V. Dotsenko, E. A. Ivleva, A. N. Reznikov, Yu. N. Klimochkin, D. A. Aksenov, N. A. Aksenov, A. V. Aksenov, V. V. Burmistrov, G. M. Butov, I. A. Novakov, Kh. S. Shikhaliev, N. V. Stolpovskaya, S. M. Medvedev, N. V. Kandalintseva, O. I. Prosenko, E. B. Menshchikova, A. A. Golovanov, S. Yu. Khashirova
{"title":"Organic Chemistry in Russian Universities. Achievements of Recent Years","authors":"I. I. Stoikov, I. S. Antipin, V. A. Burilov, A. R. Kurbangalieva, N. V. Rostovskii, A. S. Pankova, I. A. Balova, Yu. O. Remizov, L. M. Pevzner, M. L. Petrov, A. V. Vasilyev, A. D. Averin, I. P. Beletskaya, V. G. Nenajdenko, E. K. Beloglazkina, S. P. Gromov, S. S. Karlov, T. V. Magdesieva, A. A. Prishchenko, S. V. Popkov, A. O. Terent’ev, G. V. Tsaplin, T. P. Kustova, L. B. Kochetova, N. A. Magdalinova, E. A. Krasnokutskaya, A. V. Nyuchev, Yu. L. Kuznetsova, A. Yu. Fedorov, A. Yu. Egorova, V. S. Grinev, V. V. Sorokin, K. L. Ovchinnikov, E. R. Kofanov, A. V. Kolobov, V. L. Rusinov, G. V. Zyryanov, E. V. Nosov, V. A. Bakulev, N. P. Belskaya, T. V. Berezkina, D. L. Obydennov, V. Ya. Sosnovskikh, S. G. Bakhtin, O. V. Baranova, V. S. Doroshkevich, G. Z. Raskildina, R. M. Sultanova, S. S. Zlotskii, V. D. Dyachenko, I. V. Dyachenko, A. S. Fisyuk, V. V. Konshin, V. V. Dotsenko, E. A. Ivleva, A. N. Reznikov, Yu. N. Klimochkin, D. A. Aksenov, N. A. Aksenov, A. V. Aksenov, V. V. Burmistrov, G. M. Butov, I. A. Novakov, Kh. S. Shikhaliev, N. V. Stolpovskaya, S. M. Medvedev, N. V. Kandalintseva, O. I. Prosenko, E. B. Menshchikova, A. A. Golovanov, S. Yu. Khashirova","doi":"10.1134/S1070428024080013","DOIUrl":"10.1134/S1070428024080013","url":null,"abstract":"<p>An overview of the main scientific achievements of Russian universities in the field of organic chemistry over the period 2018–2023 is presented.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"60 8","pages":"1361 - 1584"},"PeriodicalIF":0.8,"publicationDate":"2024-11-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142587732","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}
T. G. Fedorchenko, G. N. Lipunova, A. S. Volobueva, V. V. Zarubaev, M. S. Valova, A. V. Shchepochkin, M. A. Averkov, V. N. Tungusov, O. N. Chupakhin
{"title":"Synthesis, Spectral, and Electrochemical Properties and Antioxidant and Antiviral Activity of New 2-[5-Phenyl-6-methyl-3-aryl/getaryl-5,6-dihydro-4H-[1,2,4,5]tetrazin-1-yl]benzothiazoles","authors":"T. G. Fedorchenko, G. N. Lipunova, A. S. Volobueva, V. V. Zarubaev, M. S. Valova, A. V. Shchepochkin, M. A. Averkov, V. N. Tungusov, O. N. Chupakhin","doi":"10.1134/S1070428024080050","DOIUrl":"10.1134/S1070428024080050","url":null,"abstract":"<p>ew 2-[5-aryl-6-methyl-3-aryl/getaryl-5,6-dihydro-4<i>H</i>-[1,2,4,5]tetrazin-1-yl]-benzothiazole has been synthesized from the corresponding formazanes by alkylation and subsequent cyclization of <i>N</i>-alkyl derivatives. The products have been characterized by <sup>1</sup>H, <sup>13</sup>C NMR, IR, spectroscopy, mass spectrometry, and X-ray diffraction analysis. The electrochemical properties and the antioxidant and antiviral activity of the synthesized benzothiazoles have been studied.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"60 8","pages":"1607 - 1617"},"PeriodicalIF":0.8,"publicationDate":"2024-11-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142587729","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":"Ti–Mg-Catalyzed Carbozincation of N-Benzyl-N-(but-3-en-1-yl)hept-2-yn-1-amine with Et2Zn","authors":"A. M. Gabdullin, R. N. Kadikova, I. R. Ramazanov","doi":"10.1134/S1070428024080049","DOIUrl":"10.1134/S1070428024080049","url":null,"abstract":"<p>It has been shown for the first time that the Ti-Mg-catalyzed carbozincation reaction of <i>N</i>-benzyl-<i>N</i>-(but-3-en-1-yl)hept-2-yn-1-amine with Et<sub>2</sub>Zn involves the regio- and stereoselective formation of (<i>Z</i>)-1-benzyl-4-methyl-3-pentylidenepiperidine. The effect of the solvent on the Ti-Mg-catalyzed heterocyclization of <i>N</i>-benzyl-<i>N</i>-(but-3-en-1-yl)hept-2-yn-1-amine was studied. A mechanism of the carbozincation of <i>N</i>-homoallyl-substituted propargylamine with Et<sub>2</sub>Zn in the presence of catalytic amounts of Ti(O-<i>i</i>Pr)<sub>4</sub> and EtMgBr has been proposed.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"60 8","pages":"1600 - 1606"},"PeriodicalIF":0.8,"publicationDate":"2024-11-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142587728","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}
Xianrong Cai, Jie Xiang, Jia Zheng, Juan Tang, Jian Su, Chunru Cheng
{"title":"One-Pot Synthesis of 1,3-Diketones from Alkynones with the Assistance of Imidazole","authors":"Xianrong Cai, Jie Xiang, Jia Zheng, Juan Tang, Jian Su, Chunru Cheng","doi":"10.1134/S1070428024070091","DOIUrl":"10.1134/S1070428024070091","url":null,"abstract":"<p>An efficient one-pot synthesis of 1,3-diketones has been synthesized starting from alkynones using a Michael addition–nucleophilic substitution reaction process. The reaction starts with the Michael addition of imidazoles to alkynones, followed by the nucleophilic substitution by water. The final product 1,3-diketones were characterized by the NMR spectra. This study demonstrated that such reactions could successfully occur in one pot under mild conditions with a high yield of 1,3-diketones from 65 to 93%.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"60 7","pages":"1198 - 1208"},"PeriodicalIF":0.8,"publicationDate":"2024-10-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142434877","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":"Copper-Catalyzed Direct Cross-Coupling of Triazolopyridine with N-Tosylhydrazones","authors":"Telukalapelly Samba Shankar, Dasari Ramchander Yadav, Padma Kandukuri, Jannu Prabhakar Paul, Juluru Bhaskar","doi":"10.1134/S1070428024070145","DOIUrl":"10.1134/S1070428024070145","url":null,"abstract":"<p>Triazolopyridine reacted for the first time with <i>N</i>-tosylhydrazones in 1,4-dioxane under reflux (110°C) in the presence of CuI and Cs<sub>2</sub>CO<sub>3</sub>, yielding the corresponding benzylation of triazolopyridine derivatives in 6 h.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"60 7","pages":"1239 - 1245"},"PeriodicalIF":0.8,"publicationDate":"2024-10-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142434774","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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