Introduction of Molecular Complexity via the Cross‐Coupling of Lithium 1,4‐Dioxene with Aryl Bromides
Abstract: The synthetic potential of substituted 1,4‐dioxenes is well recognised, although the chemistry of 2‐aryl‐1,4‐dioxenes is relatively unexplored. Their transition metal‐catalysed synthesis has been limited to Stille‐type cross‐coupling chemistry, typically showing long reaction times, or proceeding at high reaction temperatures. Here we present a facile and general methodology for the cross‐coupling of aryl bromides with lithium 1,4‐dioxene, affording a range of 2‐aryl‐1,4‐dioxenes in generally good yields. We highlight the synthetic applicability of this transformation at multigram scale, and demonstrate the versatility of the products by conversion of the dioxene units to various carbonyl‐based functionalities. Additionally, we present a concise two‐step synthesis of an arylated analogue to a known 1,4‐dioxene‐based antifungal agent.
- Location
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Deutsche Nationalbibliothek Frankfurt am Main
- Extent
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Online-Ressource
- Language
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Englisch
- Bibliographic citation
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Introduction of Molecular Complexity via the Cross‐Coupling of Lithium 1,4‐Dioxene with Aryl Bromides ; day:16 ; month:10 ; year:2024 ; extent:9
Chemistry - a European journal ; (16.10.2024) (gesamt 9)
- Creator
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Visser, Paco
Feringa, Ben L.
- DOI
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10.1002/chem.202402351
- URN
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urn:nbn:de:101:1-2410171417077.596914153524
- Rights
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Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Last update
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15.08.2025, 7:31 AM CEST
Data provider
Deutsche Nationalbibliothek. If you have any questions about the object, please contact the data provider.
Associated
- Visser, Paco
- Feringa, Ben L.
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