Visible-Light-Induced α,γ-C(sp3)-H Difunctionalization of Piperidines
Herein, we describe a novel protocol for visible-light-induced α,γ-C(sp3)-H difunctionalization of piperidines. This redox-neutral, atom-economical protocol, which exhibits a broad substrate scope and good functional group compatibility, constitutes a concise, practical method for constructing piperidine-containing bridged-ring molecules. Preliminary mechanistic studies indicated that highly regioselective activation of the inert γ-C(sp3)-H bond of piperidines was achieved through a 1,5-hydrogen atom transfer reaction of a nitrogen radical generated in situ.
| Medienart: |
E-Artikel |
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| Erscheinungsjahr: |
2022 |
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| Erschienen: |
2022 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:24 |
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| Enthalten in: |
Organic letters - 24(2022), 15 vom: 22. Apr., Seite 2894-2898 |
| Sprache: |
Englisch |
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| Beteiligte Personen: |
Wang, Biao [VerfasserIn] |
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| Links: |
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| Themen: |
7YNJ3PO35Z |
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| Anmerkungen: |
Date Completed 25.04.2022 Date Revised 16.05.2022 published: Print-Electronic Citation Status MEDLINE |
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| doi: |
10.1021/acs.orglett.2c00831 |
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| funding: |
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| Förderinstitution / Projekttitel: |
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NLM339462027 |
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| 500 | |a Citation Status MEDLINE | ||
| 520 | |a Herein, we describe a novel protocol for visible-light-induced α,γ-C(sp3)-H difunctionalization of piperidines. This redox-neutral, atom-economical protocol, which exhibits a broad substrate scope and good functional group compatibility, constitutes a concise, practical method for constructing piperidine-containing bridged-ring molecules. Preliminary mechanistic studies indicated that highly regioselective activation of the inert γ-C(sp3)-H bond of piperidines was achieved through a 1,5-hydrogen atom transfer reaction of a nitrogen radical generated in situ | ||
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