Three-Component Oxyarylation of Alkenes Enables Access to C3-Substituted Dihydrobenzofurans
A practical and modular three-component alkene oxyarylation with benzoquinone and H2O to rapidly access C3-substituted dihydrobenzofurans has been developed. The (NH4)2S2O8-mediated redox-relay process has an excellent regioselectivity and functional group tolerance and exhibits a broad scope of simple alkenes, rapidly furnishing a variety of the substructures that would require multiple steps to prepare with traditional methods. Mechanistic studies revealed a dual role of benzoquinone serving as both the arylation agent and the origin of dihydroquinone for the reductive cyclization step.
| Medienart: |
E-Artikel |
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| Erscheinungsjahr: |
2018 |
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| Erschienen: |
2018 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:20 |
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| Enthalten in: |
Organic letters - 20(2018), 23 vom: 07. Dez., Seite 7522-7525 |
| Sprache: |
Englisch |
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| Beteiligte Personen: |
Feng, Guidong [VerfasserIn] |
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| Links: |
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| Themen: |
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| Anmerkungen: |
Date Revised 20.11.2019 published: Print-Electronic Citation Status PubMed-not-MEDLINE |
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| doi: |
10.1021/acs.orglett.8b03278 |
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| funding: |
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| Förderinstitution / Projekttitel: |
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| PPN (Katalog-ID): |
NLM29089025X |
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| 245 | 1 | 0 | |a Three-Component Oxyarylation of Alkenes Enables Access to C3-Substituted Dihydrobenzofurans |
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| 500 | |a Citation Status PubMed-not-MEDLINE | ||
| 520 | |a A practical and modular three-component alkene oxyarylation with benzoquinone and H2O to rapidly access C3-substituted dihydrobenzofurans has been developed. The (NH4)2S2O8-mediated redox-relay process has an excellent regioselectivity and functional group tolerance and exhibits a broad scope of simple alkenes, rapidly furnishing a variety of the substructures that would require multiple steps to prepare with traditional methods. Mechanistic studies revealed a dual role of benzoquinone serving as both the arylation agent and the origin of dihydroquinone for the reductive cyclization step | ||
| 650 | 4 | |a Journal Article | |
| 650 | 4 | |a Research Support, Non-U.S. Gov't | |
| 700 | 1 | |a Sun, Shutao |e verfasserin |4 aut | |
| 700 | 1 | |a Liu, Guoliang |e verfasserin |4 aut | |
| 700 | 1 | |a Long, Huan |e verfasserin |4 aut | |
| 700 | 1 | |a Liu, Lei |e verfasserin |4 aut | |
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