Electro-oxidative intermolecular CSP2-H amination of heteroarenes via proton-coupled electron transfer
A new electrochemical proton-coupled electron transfer method for the intermolecular CSP2-H amination of heteroarenes without oxidants, metal catalysts and external electrolytes has been developed. Various new N-containing heteroarenes were prepared in medium to high yields, and the indole-containing product could be converted into practical 2-oxindole by simple basic hydrolysis. Mechanistic investigation indicated that ester sulfonyl-substituted N-radicals could be formed by the combination of 2,6-lutidine and electrochemical oxidation, which is the key to achieve the desired chemoselectivity.
| Medienart: |
E-Artikel |
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| Erscheinungsjahr: |
2024 |
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| Erschienen: |
2024 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:22 |
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| Enthalten in: |
Organic & biomolecular chemistry - 22(2024), 13 vom: 27. März, Seite 2549-2553 |
| Sprache: |
Englisch |
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| Beteiligte Personen: |
Liu, Shuai [VerfasserIn] |
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| Links: |
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| Themen: |
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| Anmerkungen: |
Date Revised 27.03.2024 published: Electronic Citation Status PubMed-not-MEDLINE |
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| doi: |
10.1039/d4ob00164h |
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| funding: |
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| Förderinstitution / Projekttitel: |
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| PPN (Katalog-ID): |
NLM369358651 |
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| 245 | 1 | 0 | |a Electro-oxidative intermolecular CSP2-H amination of heteroarenes via proton-coupled electron transfer |
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| 500 | |a published: Electronic | ||
| 500 | |a Citation Status PubMed-not-MEDLINE | ||
| 520 | |a A new electrochemical proton-coupled electron transfer method for the intermolecular CSP2-H amination of heteroarenes without oxidants, metal catalysts and external electrolytes has been developed. Various new N-containing heteroarenes were prepared in medium to high yields, and the indole-containing product could be converted into practical 2-oxindole by simple basic hydrolysis. Mechanistic investigation indicated that ester sulfonyl-substituted N-radicals could be formed by the combination of 2,6-lutidine and electrochemical oxidation, which is the key to achieve the desired chemoselectivity | ||
| 650 | 4 | |a Journal Article | |
| 700 | 1 | |a Liu, Xin |e verfasserin |4 aut | |
| 700 | 1 | |a Zhang, Tian-Shu |e verfasserin |4 aut | |
| 700 | 1 | |a Bao, Xiaoyu |e verfasserin |4 aut | |
| 700 | 1 | |a Sheng, Xiaoyu |e verfasserin |4 aut | |
| 700 | 1 | |a Qi, Zhenjie |e verfasserin |4 aut | |
| 700 | 1 | |a Jiang, Dongfang |e verfasserin |4 aut | |
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