Synthesis of 3-Hydroxy-9<i>H</i>-fluorene-2-carboxylates via Michael Reaction, Robinson Annulation, and Aromatization
A series of 3-hydroxy-fluorene-2-carboxylate compounds were prepared from Michael addition of acetoacetate to 2-benzylideneindan-l-one followed by Robinson annulation and aromatization. In this reaction, we were able to isolate two Robinson annulation products and characterize them. This sequential...
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| Format: | Article |
| Language: | English |
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MDPI AG
2022-11-01
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| Series: | Organics |
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| Online Access: | https://www.mdpi.com/2673-401X/3/4/31 |
| _version_ | 1797455899559723008 |
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| author | Yu-Min Wang Yi-Hung Liu Shiuh-Tzung Liu |
| author_facet | Yu-Min Wang Yi-Hung Liu Shiuh-Tzung Liu |
| author_sort | Yu-Min Wang |
| collection | DOAJ |
| description | A series of 3-hydroxy-fluorene-2-carboxylate compounds were prepared from Michael addition of acetoacetate to 2-benzylideneindan-l-one followed by Robinson annulation and aromatization. In this reaction, we were able to isolate two Robinson annulation products and characterize them. This sequential reaction could proceed without the isolation of intermediates to give the desired products directly in reasonable yields. |
| first_indexed | 2024-03-09T16:00:50Z |
| format | Article |
| id | doaj.art-f42ad6fce9a4446ea609b4c2f50e73ec |
| institution | Directory Open Access Journal |
| issn | 2673-401X |
| language | English |
| last_indexed | 2024-03-09T16:00:50Z |
| publishDate | 2022-11-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Organics |
| spelling | doaj.art-f42ad6fce9a4446ea609b4c2f50e73ec2023-11-24T17:11:23ZengMDPI AGOrganics2673-401X2022-11-013448149010.3390/org3040031Synthesis of 3-Hydroxy-9<i>H</i>-fluorene-2-carboxylates via Michael Reaction, Robinson Annulation, and AromatizationYu-Min Wang0Yi-Hung Liu1Shiuh-Tzung Liu2Department of Chemistry, National Taiwan University, Taipei 10617, TaiwanDepartment of Chemistry, National Taiwan University, Taipei 10617, TaiwanDepartment of Chemistry, National Taiwan University, Taipei 10617, TaiwanA series of 3-hydroxy-fluorene-2-carboxylate compounds were prepared from Michael addition of acetoacetate to 2-benzylideneindan-l-one followed by Robinson annulation and aromatization. In this reaction, we were able to isolate two Robinson annulation products and characterize them. This sequential reaction could proceed without the isolation of intermediates to give the desired products directly in reasonable yields.https://www.mdpi.com/2673-401X/3/4/31fluoreneMichael reactionRobinson annulationoxidation |
| spellingShingle | Yu-Min Wang Yi-Hung Liu Shiuh-Tzung Liu Synthesis of 3-Hydroxy-9<i>H</i>-fluorene-2-carboxylates via Michael Reaction, Robinson Annulation, and Aromatization Organics fluorene Michael reaction Robinson annulation oxidation |
| title | Synthesis of 3-Hydroxy-9<i>H</i>-fluorene-2-carboxylates via Michael Reaction, Robinson Annulation, and Aromatization |
| title_full | Synthesis of 3-Hydroxy-9<i>H</i>-fluorene-2-carboxylates via Michael Reaction, Robinson Annulation, and Aromatization |
| title_fullStr | Synthesis of 3-Hydroxy-9<i>H</i>-fluorene-2-carboxylates via Michael Reaction, Robinson Annulation, and Aromatization |
| title_full_unstemmed | Synthesis of 3-Hydroxy-9<i>H</i>-fluorene-2-carboxylates via Michael Reaction, Robinson Annulation, and Aromatization |
| title_short | Synthesis of 3-Hydroxy-9<i>H</i>-fluorene-2-carboxylates via Michael Reaction, Robinson Annulation, and Aromatization |
| title_sort | synthesis of 3 hydroxy 9 i h i fluorene 2 carboxylates via michael reaction robinson annulation and aromatization |
| topic | fluorene Michael reaction Robinson annulation oxidation |
| url | https://www.mdpi.com/2673-401X/3/4/31 |
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