L-proline-Brønsted acid deep eutectic mixture (DEM) triggered consecutive Claisen–Schmidt and Michael addition reactions
We develop a new l-proline-Brønsted acid deep eutectic mixture (DEM)-driven straightforward protocol for the synthesis of (aryl/heteroarylmethylene)bis(3-hydroxy-5,5-dimethylcyclo-hexenone) derivatives with broad functional group compatibility using one-pot consecutive Claisen–Schmidt and Michael addition reactions. These derivatives are obtained under very mild reaction conditions with good yields (65–92%) in a short span (20–30 min). Significantly, a newly developed l-proline-Brønsted acid catalyst system was characterized using $ D_{2} $O exchange proton NMR spectroscopy. Graphical abstract.
| Medienart: |
E-Artikel |
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| Erscheinungsjahr: |
2024 |
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| Erschienen: |
2024 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:50 |
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| Enthalten in: |
Research on chemical intermediates - 50(2024), 3 vom: 27. Jan., Seite 1273-1286 |
| Sprache: |
Englisch |
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| Beteiligte Personen: |
Chaudhary, Hiren R. [VerfasserIn] |
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| Links: |
Volltext [lizenzpflichtig] |
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| Themen: |
Claisen–Schmidt reaction |
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| Anmerkungen: |
© The Author(s), under exclusive licence to Springer Nature B.V. 2024. Springer Nature or its licensor (e.g. a society or other partner) holds exclusive rights to this article under a publishing agreement with the author(s) or other rightsholder(s); author self-archiving of the accepted manuscript version of this article is solely governed by the terms of such publishing agreement and applicable law. |
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| doi: |
10.1007/s11164-023-05215-z |
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| funding: |
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| Förderinstitution / Projekttitel: |
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| 520 | |a We develop a new l-proline-Brønsted acid deep eutectic mixture (DEM)-driven straightforward protocol for the synthesis of (aryl/heteroarylmethylene)bis(3-hydroxy-5,5-dimethylcyclo-hexenone) derivatives with broad functional group compatibility using one-pot consecutive Claisen–Schmidt and Michael addition reactions. These derivatives are obtained under very mild reaction conditions with good yields (65–92%) in a short span (20–30 min). Significantly, a newly developed l-proline-Brønsted acid catalyst system was characterized using $ D_{2} $O exchange proton NMR spectroscopy. Graphical abstract | ||
| 650 | 4 | |a Deep eutectic mixtures |7 (dpeaa)DE-He213 | |
| 650 | 4 | |a Heterocycles |7 (dpeaa)DE-He213 | |
| 650 | 4 | |a Green synthesis |7 (dpeaa)DE-He213 | |
| 650 | 4 | |a Organocatalyst |7 (dpeaa)DE-He213 | |
| 650 | 4 | |a Claisen–Schmidt reaction |7 (dpeaa)DE-He213 | |
| 650 | 4 | |a Michael addition reaction |7 (dpeaa)DE-He213 | |
| 700 | 1 | |a Patel, Palak J. |4 aut | |
| 700 | 1 | |a Gupta, Vivek K. |4 aut | |
| 700 | 1 | |a Patel, Divyang M. |4 aut | |
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