Catalysts-Controlled Roles Exchange between 2,3-Diaryl-2H-azirines and Acetone : Chemodivergent Synthesis of Pyrroles and 3-Oxazolines
We report two practical and step-economical methodologies for the chemodivergent synthesis of tri-substituted pyrroles and 3-oxazolines from the domino reactions of 2H-azirines and acetone. For instance, acetone served as a nucleophile to react with 2H-azirines under the basic conditions to furnish pyrroles. Upon changing the catalyst to TfOH, acetone served as an electrophile to synthesize 3-oxazolines. Moreover, the products could be synthesized on a gram scale, and the possible catalytic cycles were proposed.
| Medienart: |
E-Artikel |
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| Erscheinungsjahr: |
2024 |
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| Erschienen: |
2024 |
| Enthalten in: |
Zur Gesamtaufnahme - year:2024 |
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| Enthalten in: |
The Journal of organic chemistry - (2024) vom: 11. Apr. |
| Sprache: |
Englisch |
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| Beteiligte Personen: |
Hu, Haipeng [VerfasserIn] |
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Date Revised 11.04.2024 published: Print-Electronic Citation Status Publisher |
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| doi: |
10.1021/acs.joc.4c00012 |
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| funding: |
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| PPN (Katalog-ID): |
NLM370943112 |
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| 100 | 1 | |a Hu, Haipeng |e verfasserin |4 aut | |
| 245 | 1 | 0 | |a Catalysts-Controlled Roles Exchange between 2,3-Diaryl-2H-azirines and Acetone |b Chemodivergent Synthesis of Pyrroles and 3-Oxazolines |
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| 500 | |a Date Revised 11.04.2024 | ||
| 500 | |a published: Print-Electronic | ||
| 500 | |a Citation Status Publisher | ||
| 520 | |a We report two practical and step-economical methodologies for the chemodivergent synthesis of tri-substituted pyrroles and 3-oxazolines from the domino reactions of 2H-azirines and acetone. For instance, acetone served as a nucleophile to react with 2H-azirines under the basic conditions to furnish pyrroles. Upon changing the catalyst to TfOH, acetone served as an electrophile to synthesize 3-oxazolines. Moreover, the products could be synthesized on a gram scale, and the possible catalytic cycles were proposed | ||
| 650 | 4 | |a Journal Article | |
| 700 | 1 | |a Liu, Yangu |e verfasserin |4 aut | |
| 700 | 1 | |a Wang, Beining |e verfasserin |4 aut | |
| 700 | 1 | |a Fan, Shangyi |e verfasserin |4 aut | |
| 700 | 1 | |a Deng, Rui |e verfasserin |4 aut | |
| 700 | 1 | |a Pu, Xiang |e verfasserin |4 aut | |
| 700 | 1 | |a Huang, Yu |e verfasserin |4 aut | |
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| 856 | 4 | 0 | |u http://dx.doi.org/10.1021/acs.joc.4c00012 |3 Volltext |
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