Intermolecular Dearomative 1,2-Amination/Carbonylation via Nucleophilic Addition of Simple Amines to Arene π-Bonds
© 2023 Wiley-VCH GmbH..
The incorporation of the privileged amino functionality is of paramount importance in organic synthesis. In contrast to the well-developed amination methods for alkenes, the dearomative amination of arenes is largely underexplored due to the inherently inert reactivity of arene π-bonds and selectivity challenges. Herein, we report an intermolecular dearomative aminofunctionalization via direct nucleophilic addition of simple amines to chromium-bound arenes. This multicomponent 1,2-amination/carbonylation reaction enables rapid access to complicated alicyclic compounds containing amino and amide functionalities from benzene derivatives under CO-gas-free conditions, which also represents the first application of nitrogen-based nucleophiles in η6 -coordination-induced arene dearomatizations.
| Medienart: |
E-Artikel |
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| Erscheinungsjahr: |
2023 |
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| Erschienen: |
2023 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:29 |
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| Enthalten in: |
Chemistry (Weinheim an der Bergstrasse, Germany) - 29(2023), 36 vom: 27. Juni, Seite e202300776 |
| Sprache: |
Englisch |
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| Beteiligte Personen: |
Li, Zheng-Jian [VerfasserIn] |
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| Links: |
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| Themen: |
Amination |
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| Anmerkungen: |
Date Completed 29.06.2023 Date Revised 29.06.2023 published: Print-Electronic Citation Status PubMed-not-MEDLINE |
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| doi: |
10.1002/chem.202300776 |
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| funding: |
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| Förderinstitution / Projekttitel: |
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| PPN (Katalog-ID): |
NLM355776359 |
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| 500 | |a published: Print-Electronic | ||
| 500 | |a Citation Status PubMed-not-MEDLINE | ||
| 520 | |a © 2023 Wiley-VCH GmbH. | ||
| 520 | |a The incorporation of the privileged amino functionality is of paramount importance in organic synthesis. In contrast to the well-developed amination methods for alkenes, the dearomative amination of arenes is largely underexplored due to the inherently inert reactivity of arene π-bonds and selectivity challenges. Herein, we report an intermolecular dearomative aminofunctionalization via direct nucleophilic addition of simple amines to chromium-bound arenes. This multicomponent 1,2-amination/carbonylation reaction enables rapid access to complicated alicyclic compounds containing amino and amide functionalities from benzene derivatives under CO-gas-free conditions, which also represents the first application of nitrogen-based nucleophiles in η6 -coordination-induced arene dearomatizations | ||
| 650 | 4 | |a Journal Article | |
| 650 | 4 | |a amination | |
| 650 | 4 | |a carbonylation | |
| 650 | 4 | |a chromium | |
| 650 | 4 | |a dearomatization | |
| 650 | 4 | |a multicomponent reaction | |
| 700 | 1 | |a Wang, Ming-Yang |e verfasserin |4 aut | |
| 700 | 1 | |a Li, Chu-Qiao |e verfasserin |4 aut | |
| 700 | 1 | |a Zeng, Wei-Long |e verfasserin |4 aut | |
| 700 | 1 | |a Li, Wei |e verfasserin |4 aut | |
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