Synthesis of Carbonyl-Containing Oxindoles via Ni-Catalyzed Reductive Aryl-Acylation and Aryl-Esterification of Alkenes
Carbonyl-containing oxindoles are ubiquitous core structures present in many biologically active natural products and pharmaceutical molecules. Nickel-catalyzed reductive aryl-acylation of alkenes using aryl anhydrides or alkanoyl chlorides as acyl sources is developed, providing 3,3-disubstituted o...
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| Format: | Article |
| Language: | English |
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MDPI AG
2022-09-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/27/18/5899 |
| _version_ | 1827658390013214720 |
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| author | Zhengtian Ding Wangqing Kong |
| author_facet | Zhengtian Ding Wangqing Kong |
| author_sort | Zhengtian Ding |
| collection | DOAJ |
| description | Carbonyl-containing oxindoles are ubiquitous core structures present in many biologically active natural products and pharmaceutical molecules. Nickel-catalyzed reductive aryl-acylation of alkenes using aryl anhydrides or alkanoyl chlorides as acyl sources is developed, providing 3,3-disubstituted oxindoles bearing ketone functionality at the 3-position. Moreover, nickel-catalyzed reductive aryl-esterification of alkenes using chloroformate as ester sources is further developed, affording 3,3-disubstituted oxindoles bearing ester functionality at the 3-position. This strategy has the advantages of good yields and high functional group compatibility. |
| first_indexed | 2024-03-09T23:02:02Z |
| format | Article |
| id | doaj.art-77cdd8042f8444e5848531c01f1fc5d4 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-09T23:02:02Z |
| publishDate | 2022-09-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-77cdd8042f8444e5848531c01f1fc5d42023-11-23T18:00:49ZengMDPI AGMolecules1420-30492022-09-012718589910.3390/molecules27185899Synthesis of Carbonyl-Containing Oxindoles via Ni-Catalyzed Reductive Aryl-Acylation and Aryl-Esterification of AlkenesZhengtian Ding0Wangqing Kong1The Institute for Advanced Studies (IAS), Wuhan University, Wuhan 430072, ChinaThe Institute for Advanced Studies (IAS), Wuhan University, Wuhan 430072, ChinaCarbonyl-containing oxindoles are ubiquitous core structures present in many biologically active natural products and pharmaceutical molecules. Nickel-catalyzed reductive aryl-acylation of alkenes using aryl anhydrides or alkanoyl chlorides as acyl sources is developed, providing 3,3-disubstituted oxindoles bearing ketone functionality at the 3-position. Moreover, nickel-catalyzed reductive aryl-esterification of alkenes using chloroformate as ester sources is further developed, affording 3,3-disubstituted oxindoles bearing ester functionality at the 3-position. This strategy has the advantages of good yields and high functional group compatibility.https://www.mdpi.com/1420-3049/27/18/5899nickel catalysisreductive coupling reactionaryl-acylationaryl-esterificationoxindoles |
| spellingShingle | Zhengtian Ding Wangqing Kong Synthesis of Carbonyl-Containing Oxindoles via Ni-Catalyzed Reductive Aryl-Acylation and Aryl-Esterification of Alkenes Molecules nickel catalysis reductive coupling reaction aryl-acylation aryl-esterification oxindoles |
| title | Synthesis of Carbonyl-Containing Oxindoles via Ni-Catalyzed Reductive Aryl-Acylation and Aryl-Esterification of Alkenes |
| title_full | Synthesis of Carbonyl-Containing Oxindoles via Ni-Catalyzed Reductive Aryl-Acylation and Aryl-Esterification of Alkenes |
| title_fullStr | Synthesis of Carbonyl-Containing Oxindoles via Ni-Catalyzed Reductive Aryl-Acylation and Aryl-Esterification of Alkenes |
| title_full_unstemmed | Synthesis of Carbonyl-Containing Oxindoles via Ni-Catalyzed Reductive Aryl-Acylation and Aryl-Esterification of Alkenes |
| title_short | Synthesis of Carbonyl-Containing Oxindoles via Ni-Catalyzed Reductive Aryl-Acylation and Aryl-Esterification of Alkenes |
| title_sort | synthesis of carbonyl containing oxindoles via ni catalyzed reductive aryl acylation and aryl esterification of alkenes |
| topic | nickel catalysis reductive coupling reaction aryl-acylation aryl-esterification oxindoles |
| url | https://www.mdpi.com/1420-3049/27/18/5899 |
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