1-(4-Chlorophenyl)-2-methyl-2-phenyl-5-(thiophen-2-yl)-1,2-dihydro-3<i>H</i>-pyrrol-3-one
1-(4-Chlorophenyl)-2-methyl-2-phenyl-5-(thiophen-2-yl)-1,2-dihydro-3<i>H</i>-pyrrol-3-one, was synthesized for the first time in 75% yield by the base-catalyzed intramolecular cyclization of 4-((4-chlorophenyl)amino)-4-phenyl-1-(thiophen-2-yl)pent-2-yn-1-one. The starting aminoacetylenic...
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| Format: | Article |
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MDPI AG
2022-12-01
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| Series: | Molbank |
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| Online Access: | https://www.mdpi.com/1422-8599/2022/4/M1520 |
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| author | Pavel A. Volkov Kseniya O. Khrapova Anton A. Telezhkin Ivan A. Bidusenko Alexander I. Albanov Boris A. Trofimov |
| author_facet | Pavel A. Volkov Kseniya O. Khrapova Anton A. Telezhkin Ivan A. Bidusenko Alexander I. Albanov Boris A. Trofimov |
| author_sort | Pavel A. Volkov |
| collection | DOAJ |
| description | 1-(4-Chlorophenyl)-2-methyl-2-phenyl-5-(thiophen-2-yl)-1,2-dihydro-3<i>H</i>-pyrrol-3-one, was synthesized for the first time in 75% yield by the base-catalyzed intramolecular cyclization of 4-((4-chlorophenyl)amino)-4-phenyl-1-(thiophen-2-yl)pent-2-yn-1-one. The starting aminoacetylenic ketone was prepared by cross-coupling of available propargylamines with acyl chlorides in the presence of the PdCl<sub>2</sub>/CuI/Ph<sub>3</sub>P catalytic system. |
| first_indexed | 2024-03-09T16:02:59Z |
| format | Article |
| id | doaj.art-29232ed4d1f74fd7887c8ab359ae5f30 |
| institution | Directory Open Access Journal |
| issn | 1422-8599 |
| language | English |
| last_indexed | 2024-03-09T16:02:59Z |
| publishDate | 2022-12-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molbank |
| spelling | doaj.art-29232ed4d1f74fd7887c8ab359ae5f302023-11-24T16:54:41ZengMDPI AGMolbank1422-85992022-12-0120224M152010.3390/M15201-(4-Chlorophenyl)-2-methyl-2-phenyl-5-(thiophen-2-yl)-1,2-dihydro-3<i>H</i>-pyrrol-3-onePavel A. Volkov0Kseniya O. Khrapova1Anton A. Telezhkin2Ivan A. Bidusenko3Alexander I. Albanov4Boris A. Trofimov5A.E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Science, 664033 Irkutsk, RussiaA.E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Science, 664033 Irkutsk, RussiaA.E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Science, 664033 Irkutsk, RussiaA.E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Science, 664033 Irkutsk, RussiaA.E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Science, 664033 Irkutsk, RussiaA.E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Science, 664033 Irkutsk, Russia1-(4-Chlorophenyl)-2-methyl-2-phenyl-5-(thiophen-2-yl)-1,2-dihydro-3<i>H</i>-pyrrol-3-one, was synthesized for the first time in 75% yield by the base-catalyzed intramolecular cyclization of 4-((4-chlorophenyl)amino)-4-phenyl-1-(thiophen-2-yl)pent-2-yn-1-one. The starting aminoacetylenic ketone was prepared by cross-coupling of available propargylamines with acyl chlorides in the presence of the PdCl<sub>2</sub>/CuI/Ph<sub>3</sub>P catalytic system.https://www.mdpi.com/1422-8599/2022/4/M1520aminoacetylenic ketonescyclization3<i>H</i>-pyrrol-3-oneelectron-deficient acetylenes |
| spellingShingle | Pavel A. Volkov Kseniya O. Khrapova Anton A. Telezhkin Ivan A. Bidusenko Alexander I. Albanov Boris A. Trofimov 1-(4-Chlorophenyl)-2-methyl-2-phenyl-5-(thiophen-2-yl)-1,2-dihydro-3<i>H</i>-pyrrol-3-one Molbank aminoacetylenic ketones cyclization 3<i>H</i>-pyrrol-3-one electron-deficient acetylenes |
| title | 1-(4-Chlorophenyl)-2-methyl-2-phenyl-5-(thiophen-2-yl)-1,2-dihydro-3<i>H</i>-pyrrol-3-one |
| title_full | 1-(4-Chlorophenyl)-2-methyl-2-phenyl-5-(thiophen-2-yl)-1,2-dihydro-3<i>H</i>-pyrrol-3-one |
| title_fullStr | 1-(4-Chlorophenyl)-2-methyl-2-phenyl-5-(thiophen-2-yl)-1,2-dihydro-3<i>H</i>-pyrrol-3-one |
| title_full_unstemmed | 1-(4-Chlorophenyl)-2-methyl-2-phenyl-5-(thiophen-2-yl)-1,2-dihydro-3<i>H</i>-pyrrol-3-one |
| title_short | 1-(4-Chlorophenyl)-2-methyl-2-phenyl-5-(thiophen-2-yl)-1,2-dihydro-3<i>H</i>-pyrrol-3-one |
| title_sort | 1 4 chlorophenyl 2 methyl 2 phenyl 5 thiophen 2 yl 1 2 dihydro 3 i h i pyrrol 3 one |
| topic | aminoacetylenic ketones cyclization 3<i>H</i>-pyrrol-3-one electron-deficient acetylenes |
| url | https://www.mdpi.com/1422-8599/2022/4/M1520 |
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