Construction of Spirocyclic Tetrahydro-β-carbolines via Cross-Annulation of Phenols with Tryptamines in Water
Phenols are readily available by degradation of lignin resource. Palladium-catalyzed conversion of phenols to tetrahydro-β-carboline skeletons bearing a spirocycle at the C-1 position in water is reported. Various substituted phenols are successfully cross-annulated with different tryptamines via sequential C(Ar)-O bond cleavage of phenols, C-H bond activation of tryptamines, and C-N/C-C bond formations. This method provides a new protocol of converting lignin phenols into high-value-added compounds, such as natural product Komavine.
| Medienart: |
E-Artikel |
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| Erscheinungsjahr: |
2019 |
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| Erschienen: |
2019 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:21 |
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| Enthalten in: |
Organic letters - 21(2019), 17 vom: 06. Sept., Seite 7033-7037 |
| Sprache: |
Englisch |
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| Beteiligte Personen: |
Wang, Zemin [VerfasserIn] |
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| Links: |
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| Themen: |
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| Anmerkungen: |
Date Completed 06.07.2020 Date Revised 06.07.2020 published: Print-Electronic Citation Status PubMed-not-MEDLINE |
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| doi: |
10.1021/acs.orglett.9b02613 |
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| funding: |
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| Förderinstitution / Projekttitel: |
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| PPN (Katalog-ID): |
NLM300462506 |
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| 520 | |a Phenols are readily available by degradation of lignin resource. Palladium-catalyzed conversion of phenols to tetrahydro-β-carboline skeletons bearing a spirocycle at the C-1 position in water is reported. Various substituted phenols are successfully cross-annulated with different tryptamines via sequential C(Ar)-O bond cleavage of phenols, C-H bond activation of tryptamines, and C-N/C-C bond formations. This method provides a new protocol of converting lignin phenols into high-value-added compounds, such as natural product Komavine | ||
| 650 | 4 | |a Journal Article | |
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| 700 | 1 | |a Zeng, Huiying |e verfasserin |4 aut | |
| 700 | 1 | |a Li, Chao-Jun |e verfasserin |4 aut | |
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