Pub Date : 2024-04-29DOI: 10.1134/s1070428024020106
M. K. Turovskaya, I. A. Belousova, N. G. Razumova, T. S. Gaidash, T. M. Prokop’eva, A. A. Kotenko, V. A. Mikhailov
Abstract
The micellar effects in the perhydrolysis and base-catalyzed hydrolysis of 4-nitrophenyl esters of phosphoric, phosphonic, and toluenesulfonic acids in organized microheterogeneous systems based on dicationic [Gemini surfactant AlkIm+–(CH2)3–Im+Alk∙2Br–, where Alk = C12H25 or C14H29 (GS)] and monocationic (AlkIm+CH3∙Br–, where Alk=C12H25 or C14H29) surfactants have been analyzed. The reagent concentrations have been found to be the main factor responsible for micellar catalysis. The hydroperoxide α-effect defined as the ratio of the second-order rate constants of perhydrolysis and base-catalyzed hydrolysis is preserved and, depending on the nature of the surfactant and the substrate, may reach ~ 100.
{"title":"Reactivity of Inorganic α-Nucleophiles in Acyl Transfer in Aqueous and Micellar Media: IV. Peroxyhydrolysis of Acyl Derivatives in Organized Microheterogeneous Systems1","authors":"M. K. Turovskaya, I. A. Belousova, N. G. Razumova, T. S. Gaidash, T. M. Prokop’eva, A. A. Kotenko, V. A. Mikhailov","doi":"10.1134/s1070428024020106","DOIUrl":"https://doi.org/10.1134/s1070428024020106","url":null,"abstract":"<h3 data-test=\"abstract-sub-heading\">Abstract</h3><p>The micellar effects in the perhydrolysis and base-catalyzed hydrolysis of 4-nitrophenyl esters of phosphoric, phosphonic, and toluenesulfonic acids in organized microheterogeneous systems based on dicationic [Gemini surfactant AlkIm<sup>+</sup>–(CH<sub>2</sub>)<sub>3</sub>–Im<sup>+</sup>Alk∙2Br<sup>–</sup>, where Alk = C<sub>12</sub>H<sub>25</sub> or C<sub>14</sub>H<sub>29</sub> (GS)] and monocationic (AlkIm<sup>+</sup>CH<sub>3</sub>∙Br<sup>–</sup>, where Alk=C<sub>12</sub>H<sub>25</sub> or C<sub>14</sub>H<sub>29</sub>) surfactants have been analyzed. The reagent concentrations have been found to be the main factor responsible for micellar catalysis. The hydroperoxide α-effect defined as the ratio of the second-order rate constants of perhydrolysis and base-catalyzed hydrolysis is preserved and, depending on the nature of the surfactant and the substrate, may reach ~ 100.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":null,"pages":null},"PeriodicalIF":0.8,"publicationDate":"2024-04-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140812240","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}
Pub Date : 2024-04-29DOI: 10.1134/s1070428024020118
A. V. Yaroslavova, T. P. Zosim, I. R. Ramazanov
Abstract
It was found for the first time that 2,3-dialkyl-substituted gem-dibromocyclopropanes react with a solution of the aluminum carbenoid Me2AlCH2I in CH2Cl2 to form substituted bromoalkenes in a good yield. The reaction is sensitive both to the nature of the organoaluminum Lewis acid and to the substitution in gem-dibromocyclopropane. A mechanism of the cyclopropyl–allyl rearrangement was proposed. The free activation energies of the cyclopropyl–allyl rearrangement were calculated by the B3LYP/6-31G(d) method for a number of gem-dibromocyclopropanes and aluminum-containing Lewis acids.
摘要 首次发现，2,3-二烷基取代的gem-二溴环丙烷与碳化铝Me2AlCH2I在CH2Cl2中的溶液反应生成取代的溴烯烃，产率很高。该反应对有机铝路易斯酸的性质和二溴环丙烷中的取代作用都很敏感。提出了环丙基-烯丙基重排的机理。通过 B3LYP/6-31G(d) 方法计算了多种 gem-dibromocyclopropanes 和含铝 Lewis 酸的环丙基-烯丙基重排自由活化能。
{"title":"Cyclopropyl–Allyl Rearrangement of gem-Dibromoycyclopropanes under the Action of Aluminum Carbenoids","authors":"A. V. Yaroslavova, T. P. Zosim, I. R. Ramazanov","doi":"10.1134/s1070428024020118","DOIUrl":"https://doi.org/10.1134/s1070428024020118","url":null,"abstract":"<h3 data-test=\"abstract-sub-heading\">Abstract</h3><p>It was found for the first time that 2,3-dialkyl-substituted <i>gem</i>-dibromocyclopropanes react with a solution of the aluminum carbenoid Me<sub>2</sub>AlCH<sub>2</sub>I in CH<sub>2</sub>Cl<sub>2</sub> to form substituted bromoalkenes in a good yield. The reaction is sensitive both to the nature of the organoaluminum Lewis acid and to the substitution in <i>gem</i>-dibromocyclopropane. A mechanism of the cyclopropyl–allyl rearrangement was proposed. The free activation energies of the cyclopropyl–allyl rearrangement were calculated by the B3LYP/6-31G(d) method for a number of <i>gem</i>-dibromocyclopropanes and aluminum-containing Lewis acids.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":null,"pages":null},"PeriodicalIF":0.8,"publicationDate":"2024-04-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140812461","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}
Pub Date : 2024-04-29DOI: 10.1134/s1070428024020088
M. N. Mawlood, A. Yu. Potapov, Kh. S. Shikhaliev
Abstract
A convenient approach to the synthesis of new 2-R-6H-benzopyrano[4,3-е][1,2,4]triazolo[5,1-c][1,2,4]triazin-6-ones and 2-R-[1,2,4]triazolo[5',1':3,4][1,2,4]triazino[6,5-c]quinolin-6(7H)-ones, based on the condensation of 3-R-1H-1,2,4-triazolo-5-diazonium salts with 2H-1-benzopyran-2,4(3H)-dione and quinoline-2,4(1H,3H)-dione, is developed.
{"title":"1H-1,2,4-Triazolo-5-diazonium Salts in the Synthesis of New 6H-Benzopyrano[4,3-e][1,2,4]triazolo[5,1-c][1,2,4]triazin-6-ones and [1,2,4]Triazolo[5',1':3,4][1,2,4]triazino[6,5-c]quinolin-6(7H)-ones","authors":"M. N. Mawlood, A. Yu. Potapov, Kh. S. Shikhaliev","doi":"10.1134/s1070428024020088","DOIUrl":"https://doi.org/10.1134/s1070428024020088","url":null,"abstract":"<h3 data-test=\"abstract-sub-heading\">Abstract</h3><p>A convenient approach to the synthesis of new 2-<i>R</i>-6<i>H</i>-benzopyrano[4,3-<i>е</i>][1,2,4]triazolo[5,1-<i>c</i>][1,2,4]triazin-6-ones and 2-<i>R</i>-[1,2,4]triazolo[5',1':3,4][1,2,4]triazino[6,5-<i>c</i>]quinolin-6(7<i>H</i>)-ones, based on the condensation of 3-<i>R</i>-1<i>H</i>-1,2,4-triazolo-5-diazonium salts with 2<i>H</i>-1-benzopyran-2,4(3<i>H</i>)-dione and quinoline-2,4(1<i>H</i>,3<i>H</i>)-dione, is developed.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":null,"pages":null},"PeriodicalIF":0.8,"publicationDate":"2024-04-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140812470","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}
Pub Date : 2024-04-29DOI: 10.1134/s1070428024020040
G. R. Mingaleeva, M. P. Yakovleva, G. Yu. Ishmuratov
Abstract
An effective synthesis of four potentially biologically active O- and N-containing 23-, 28-, 30-, and 31-membered macroheterocycles from undec-10-enal was carried out. First, undec-10-enal was converted to undec-10-enyl undec-10-enoate via the Tishchenko disproportionation reaction catalyzed by Al(i-PrO)3. The subsequent Wacker–Tsuji oxidation of undec-10-enyl undec-10-enoate gave 10-oxoundecanyl 10-oxoundecanoate. Finally, the [1+1]-condensation of 10-oxoundecanyl-10-oxoundecenoate with hydrazine hydrate or malonic, glutaric, or adipic acid dihydrazides resulted in the synthesis of four macroheterocycles.
摘要 以十一-10-烯醛为原料，有效合成了四种具有潜在生物活性的含 O 和 N 的 23、28、30 和 31 元大杂环。首先，通过 Al(i-PrO)3 催化的 Tishchenko 歧化反应将十一-10-烯醛转化为十一-10-烯基十一-10-烯酸酯。最后，10-氧代十一烷基-10-氧代癸烯酸与水合肼或丙二酸、戊二酸或己二酸二酰肼进行 [1+1] 缩合，合成了四种大杂环。
{"title":"Undec-10-enal in the Synthesis of Undec-10-enyl Undec-10-enoate and O- and N-containing Macroheterocycles","authors":"G. R. Mingaleeva, M. P. Yakovleva, G. Yu. Ishmuratov","doi":"10.1134/s1070428024020040","DOIUrl":"https://doi.org/10.1134/s1070428024020040","url":null,"abstract":"<h3 data-test=\"abstract-sub-heading\">Abstract</h3><p>An effective synthesis of four potentially biologically active O- and N-containing 23-, 28-, 30-, and 31-membered macroheterocycles from undec-10-enal was carried out. First, undec-10-enal was converted to undec-10-enyl undec-10-enoate via the Tishchenko disproportionation reaction catalyzed by Al(<i>i-</i>PrO)<sub>3</sub>. The subsequent Wacker–Tsuji oxidation of undec-10-enyl undec-10-enoate gave 10-oxoundecanyl 10-oxoundecanoate. Finally, the [1+1]-condensation of 10-oxoundecanyl-10-oxoundecenoate with hydrazine hydrate or malonic, glutaric, or adipic acid dihydrazides resulted in the synthesis of four macroheterocycles.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":null,"pages":null},"PeriodicalIF":0.8,"publicationDate":"2024-04-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140812473","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}
Pub Date : 2024-04-29DOI: 10.1134/s1070428024020155
D. Abdel-Kader, M. Abass, S. Shawkat
Abstract
The chemistry of 3-acetylquinoline has attracted increased attention in both synthetic organic and medicinal chemistry. The present review summarizes the published data on the synthesis of 3-acetylquinoline derivatives and their reactions, including reactions involving and not involving the acetyl group.
{"title":"3-Acetylquinoline Derivatives: Synthesis and Reactions (A Review)","authors":"D. Abdel-Kader, M. Abass, S. Shawkat","doi":"10.1134/s1070428024020155","DOIUrl":"https://doi.org/10.1134/s1070428024020155","url":null,"abstract":"<h3 data-test=\"abstract-sub-heading\">Abstract</h3><p>The chemistry of 3-acetylquinoline has attracted increased attention in both synthetic organic and medicinal chemistry. The present review summarizes the published data on the synthesis of 3-acetylquinoline derivatives and their reactions, including reactions involving and not involving the acetyl group.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":null,"pages":null},"PeriodicalIF":0.8,"publicationDate":"2024-04-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140812469","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}
Pub Date : 2024-04-29DOI: 10.1134/s1070428024020131
T. V. Mezhenkova, V. V. Komarov, V. M. Karpov, Ya. V. Zonov, V. I. Krasnov
Abstract
The reaction of perfluorobenzocyclobutene with two equivalents of 1,3,5-trifluorobenzene in an SbF5 medium followed by the treatment of the reaction mixture with water gave (3,4,5,6-tetrafluorobenzene-1,2-diyl)bis[(2,4,6-trifluorophenyl)methanone], 1-(2,4,6-trifluorophenyl)perfluorobenzocyclobuten-1-ol, and 4,5,6,7-tetrafluoro-1,3,3-tris(2,4,6-trifluorophenyl)-1,3-dihydro-2-benzofuran-1-ol. The treatment of the reaction mixture with HF gave 1,2-bis(2,4,6-trifluorophenyl)-perfluorobenzocyclobutene and 1-(2,4,6-trifluorophenyl)perfluorobenzocyclobutene. The latter compound reacted with pentafluoro-, 1,2,3,4-, or 1,2,4,5-tetrafluorobenzenes in an SbF5 medium to povide the corresponding perfluoro-1,2-diphenylbenzocyclobutenes after the treatment of the reaction mixture with HF.
{"title":"Synthesis of 1-(2,4,6-Trifluorophenyl)perfluorobenzocyclobutene from Perfluorobenzocyclobutene and 1,3,5-Trifluorobenzene and Its Reaction with Polyfluorobenzenes in an SbF5 Medium","authors":"T. V. Mezhenkova, V. V. Komarov, V. M. Karpov, Ya. V. Zonov, V. I. Krasnov","doi":"10.1134/s1070428024020131","DOIUrl":"https://doi.org/10.1134/s1070428024020131","url":null,"abstract":"<h3 data-test=\"abstract-sub-heading\">Abstract</h3><p>The reaction of perfluorobenzocyclobutene with two equivalents of 1,3,5-trifluorobenzene in an SbF<sub>5</sub> medium followed by the treatment of the reaction mixture with water gave (3,4,5,6-tetrafluorobenzene-1,2-diyl)bis[(2,4,6-trifluorophenyl)methanone], 1-(2,4,6-trifluorophenyl)perfluorobenzocyclobuten-1-ol, and 4,5,6,7-tetrafluoro-1,3,3-tris(2,4,6-trifluorophenyl)-1,3-dihydro-2-benzofuran-1-ol. The treatment of the reaction mixture with HF gave 1,2-bis(2,4,6-trifluorophenyl)-perfluorobenzocyclobutene and 1-(2,4,6-trifluorophenyl)perfluorobenzocyclobutene. The latter compound reacted with pentafluoro-, 1,2,3,4-, or 1,2,4,5-tetrafluorobenzenes in an SbF<sub>5</sub> medium to povide the corresponding perfluoro-1,2-diphenylbenzocyclobutenes after the treatment of the reaction mixture with HF.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":null,"pages":null},"PeriodicalIF":0.8,"publicationDate":"2024-04-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140812360","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}
Pub Date : 2024-04-29DOI: 10.1134/s1070428024020167
M. M. Mehany, O. A. Hammam, S. S. Mohamed, G. H. Sayed, K. E. Anwer
Abstract
Novel pyridine derivatives were successfully synthesized by grinding, microwave-assisted, and conventional techniques. Ethyl 6-amino-5-cyano-2-methyl-4-[(1S,2R,3R,4R)-1,2,3,4,5-pentahydroxypentyl]nicotinate (1) was synthesized and used as a versatile reagent for the synthesis of novel compounds such as nicotinic acid, nicotinohydrazide, 3,5-dioxopyrazolidine, 1,2,4-triazole, cyanoacetamide, urea, 2,5-dioxopyrrolidine, 3-dioxoisoindoline, sulfonamide, Schiff base, and formamide derivatives by its reactions with a series of nucleophilic and electrophilic reagents. The results of the synthesis with the use of the grinding, microwave, and conventional techniques were compared. The structures and compositions of the newly synthesized compounds were confirmed by IR and 1H and 13C NMR spectroscopy, mass spectrometry, and elemental analysis. Some of the synthesized compounds were screened in vitro for the activity against two cancer cell lines. Ethyl 5-cyano-2-methyl-4-[(1S,2R,3R,4R)-1,2,3,4,5-pentahydroxypentyl]-6-(3-phenylureido)nicotinate showed a high cytotoxic activity and selectivity against cancer cells (HePG2: IC50 = 34.31 μM; Caco-2: IC50 = 24.79 μM). Imaging cancer cell lines treated by some synthesized compounds was performed by transmission electron microscopy.
{"title":"Design, Green Synthesis, and Anticancer Activity of Novel Nicotinonitrile Derivatives","authors":"M. M. Mehany, O. A. Hammam, S. S. Mohamed, G. H. Sayed, K. E. Anwer","doi":"10.1134/s1070428024020167","DOIUrl":"https://doi.org/10.1134/s1070428024020167","url":null,"abstract":"<h3 data-test=\"abstract-sub-heading\">Abstract</h3><p>Novel pyridine derivatives were successfully synthesized by grinding, microwave-assisted, and conventional techniques. Ethyl 6-amino-5-cyano-2-methyl-4-[(1<i>S</i>,2<i>R</i>,3<i>R</i>,4<i>R</i>)-1,2,3,4,5-pentahydroxypentyl]nicotinate (<b>1</b>) was synthesized and used as a versatile reagent for the synthesis of novel compounds such as nicotinic acid, nicotinohydrazide, 3,5-dioxopyrazolidine, 1,2,4-triazole, cyanoacetamide, urea, 2,5-dioxopyrrolidine, 3-dioxoisoindoline, sulfonamide, Schiff base, and formamide derivatives by its reactions with a series of nucleophilic and electrophilic reagents. The results of the synthesis with the use of the grinding, microwave, and conventional techniques were compared. The structures and compositions of the newly synthesized compounds were confirmed by IR and <sup>1</sup>H and <sup>13</sup>C NMR spectroscopy, mass spectrometry, and elemental analysis. Some of the synthesized compounds were screened in vitro for the activity against two cancer cell lines. Ethyl 5-cyano-2-methyl-4-[(1<i>S</i>,2<i>R</i>,3<i>R</i>,4<i>R</i>)-1,2,3,4,5-pentahydroxypentyl]-6-(3-phenylureido)nicotinate showed a high cytotoxic activity and selectivity against cancer cells (HePG2: IC<sub>50</sub> = 34.31 μM; Caco-2: IC<sub>50</sub> = 24.79 μM). Imaging cancer cell lines treated by some synthesized compounds was performed by transmission electron microscopy.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":null,"pages":null},"PeriodicalIF":0.8,"publicationDate":"2024-04-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140812239","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}
Pub Date : 2024-04-29DOI: 10.1134/s107042802402009x
P. A. Nikitina, I. A. Os’kina, E. B. Nikolaenkova, E. A. Kulikova, V. S. Miroshnikov, V. P. Perevalov, A. Ya. Tikhonov
Abstract
The alkylation of ethyl 2-aryl-1-hydroxy-4-methyl-1H-imidazole-5-carboxylates with substituted benzyl halides resulted in the selective formation of O-alkoxy derivatives. N-Alkylation products (1-alkylimidazole 3-oxides) were obtained by the condensation reaction from acyclic starting compounds. In the presence of the 2-hydroxyphenyl substituent in the 2-position of the imidazole ring, selective monoalkylation involving the hydroxyl substituent on the imidazole nitrogen takes place.
{"title":"Alkylation of Ethyl 2-Aryl-1-hydroxy-4-methyl-1H-imidazole-5-carboxylates with Benzyl Halides","authors":"P. A. Nikitina, I. A. Os’kina, E. B. Nikolaenkova, E. A. Kulikova, V. S. Miroshnikov, V. P. Perevalov, A. Ya. Tikhonov","doi":"10.1134/s107042802402009x","DOIUrl":"https://doi.org/10.1134/s107042802402009x","url":null,"abstract":"<h3 data-test=\"abstract-sub-heading\">Abstract</h3><p>The alkylation of ethyl 2-aryl-1-hydroxy-4-methyl-1<i>H</i>-imidazole-5-carboxylates with substituted benzyl halides resulted in the selective formation of <i>O</i>-alkoxy derivatives. N-Alkylation products (1-alkylimidazole 3-oxides) were obtained by the condensation reaction from acyclic starting compounds. In the presence of the 2-hydroxyphenyl substituent in the 2-position of the imidazole ring, selective monoalkylation involving the hydroxyl substituent on the imidazole nitrogen takes place.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":null,"pages":null},"PeriodicalIF":0.8,"publicationDate":"2024-04-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140812234","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}
Pub Date : 2024-04-29DOI: 10.1134/s1070428024020015
M. V. Vashchenko, A. N. Andin
Abstract
Substituted 2,3,4,5,6,7-hexahydro-1-benzofuran-3,3-dicarbonitriles were obtained by the three-component condensation of 2-bromodimedone, aromatic aldehydes, and malononitrile.
{"title":"Three-Component Synthesis of Functionalized 2,3,4,5,6,7-Hexahydro-1-benzofuran Derivatives","authors":"M. V. Vashchenko, A. N. Andin","doi":"10.1134/s1070428024020015","DOIUrl":"https://doi.org/10.1134/s1070428024020015","url":null,"abstract":"<h3 data-test=\"abstract-sub-heading\">Abstract</h3><p>Substituted 2,3,4,5,6,7-hexahydro-1-benzofuran-3,3-dicarbonitriles were obtained by the three-component condensation of 2-bromodimedone, aromatic aldehydes, and malononitrile.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":null,"pages":null},"PeriodicalIF":0.8,"publicationDate":"2024-04-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140812465","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}
Pub Date : 2024-04-29DOI: 10.1134/s1070428024020064
E. P. Kozlova, S. Y. Balandina, R. R. Makhmudov, N. Y. Lisovenko
Abstract
4-Substituted 5-hydroxy-5-(trifluoromethyl)dihydrofuran-2,3-diones were synthesized by the reaction of 5-substituted 4,4,4-trifluoroacetylfuran-2,3-diones with aromatic amines. The synthesized compounds exhibited the antibacterial and antinociceptive activity.
{"title":"Synthesis and Antimicrobial and Analgesic Activity of Products of the Recyclization of 5-(Het)Aryl-4-(trifluoromethyl)furan-2,3-diones under the Action of Aromatic Amines","authors":"E. P. Kozlova, S. Y. Balandina, R. R. Makhmudov, N. Y. Lisovenko","doi":"10.1134/s1070428024020064","DOIUrl":"https://doi.org/10.1134/s1070428024020064","url":null,"abstract":"<h3 data-test=\"abstract-sub-heading\">Abstract</h3><p>4-Substituted 5-hydroxy-5-(trifluoromethyl)dihydrofuran-2,3-diones were synthesized by the reaction of 5-substituted 4,4,4-trifluoroacetylfuran-2,3-diones with aromatic amines. The synthesized compounds exhibited the antibacterial and antinociceptive activity.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":null,"pages":null},"PeriodicalIF":0.8,"publicationDate":"2024-04-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140813077","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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