Controlled partial transfer hydrogenation of quinolines by cobalt-amido cooperative catalysis
Catalytic hydrogenation or transfer hydrogenation of quinolines was thought to be a direct strategy to access dihydroquinolines. However, the challenge is to control the chemoselectivity and regioselectivity. Here we report an efficient partial transfer hydrogenation system operated by a cobalt-amido cooperative catalyst, which converts quinolines to 1,2-dihydroquinolines by the reaction with H3N·BH3 at room temperature. This methodology enables the large scale synthesis of many 1,2-dihydroquinolines with a broad range of functional groups. Mechanistic studies demonstrate that the reduction of quinoline is controlled precisely by cobalt-amido cooperation to operate dihydrogen transfer from H3N·BH3 to the N=C bond of the substrates.
| Medienart: |
E-Artikel |
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| Erscheinungsjahr: |
2020 |
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| Erschienen: |
2020 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:11 |
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| Enthalten in: |
Nature communications - 11(2020), 1 vom: 06. März, Seite 1249 |
| Sprache: |
Englisch |
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| Beteiligte Personen: |
Pang, Maofu [VerfasserIn] |
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| Links: |
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| Anmerkungen: |
Date Completed 22.06.2020 Date Revised 06.03.2021 published: Electronic Citation Status PubMed-not-MEDLINE |
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| doi: |
10.1038/s41467-020-15118-x |
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| funding: |
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NLM307326454 |
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| 520 | |a Catalytic hydrogenation or transfer hydrogenation of quinolines was thought to be a direct strategy to access dihydroquinolines. However, the challenge is to control the chemoselectivity and regioselectivity. Here we report an efficient partial transfer hydrogenation system operated by a cobalt-amido cooperative catalyst, which converts quinolines to 1,2-dihydroquinolines by the reaction with H3N·BH3 at room temperature. This methodology enables the large scale synthesis of many 1,2-dihydroquinolines with a broad range of functional groups. Mechanistic studies demonstrate that the reduction of quinoline is controlled precisely by cobalt-amido cooperation to operate dihydrogen transfer from H3N·BH3 to the N=C bond of the substrates | ||
| 650 | 4 | |a Journal Article | |
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| 700 | 1 | |a Zhang, Shengjie |e verfasserin |4 aut | |
| 700 | 1 | |a Liao, Rong-Zhen |e verfasserin |4 aut | |
| 700 | 1 | |a Tung, Chen-Ho |e verfasserin |4 aut | |
| 700 | 1 | |a Wang, Wenguang |e verfasserin |4 aut | |
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