Palladium-Catalyzed Aminocarbonylation of (Hetero)aryl Iodides with α-Amino Acid Esters as Nucleophiles
We report palladium-catalyzed aminocarbonylation of (hetero)aryl iodides with α-amino acid esters as nucleophiles. The synthesized N-capped α-amino acids are biologically important building blocks. The mild conditions provide products with high enantioselectivity at 80 °C in 35 min. The reactions are performed under air in a sealed vessel using chloroform as an in situ CO source. For the first time, regioselective carbonylation of histidine is also presented.
| Medienart: |
E-Artikel |
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| Erscheinungsjahr: |
2022 |
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| Erschienen: |
2022 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:87 |
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| Enthalten in: |
The Journal of organic chemistry - 87(2022), 12 vom: 17. Juni, Seite 8005-8016 |
| Sprache: |
Englisch |
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| Beteiligte Personen: |
Rathod, Gajanan K [VerfasserIn] |
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| Anmerkungen: |
Date Completed 20.06.2022 Date Revised 24.07.2022 published: Print-Electronic Citation Status MEDLINE |
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| doi: |
10.1021/acs.joc.2c00635 |
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| funding: |
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| PPN (Katalog-ID): |
NLM341792225 |
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| 500 | |a Citation Status MEDLINE | ||
| 520 | |a We report palladium-catalyzed aminocarbonylation of (hetero)aryl iodides with α-amino acid esters as nucleophiles. The synthesized N-capped α-amino acids are biologically important building blocks. The mild conditions provide products with high enantioselectivity at 80 °C in 35 min. The reactions are performed under air in a sealed vessel using chloroform as an in situ CO source. For the first time, regioselective carbonylation of histidine is also presented | ||
| 650 | 4 | |a Journal Article | |
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