Palladium‐Catalyzed γ‐Arylation of Acylketene Synthons with Aryl Chlorides Enabled by Ylide‐Functionalized Phosphines (YPhos)
Abstract: A catalyst system based on palladium 2‐methylnaphthyl complexes bearing ylide‐functionalized phosphines (YPhos) was found to enable the selective γ‐arylation of 1,3‐dioxinone derivatives with diversely functionalized aryl, heteroaryl, and vinyl chlorides. The products were further converted into 1,3‐diketones and heterocycles, highlighting their function as synthetic hubs. Experimental and computational studies revealed that bulky, electron‐rich YPhos ligands are uniquely effective because they enable the oxidative addition of aryl chlorides at room temperature while at the same time efficiently promoting the rate‐limiting reductive elimination step of the thermally sensitive enolates.
- 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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Palladium‐Catalyzed γ‐Arylation of Acylketene Synthons with Aryl Chlorides Enabled by Ylide‐Functionalized Phosphines (YPhos) ; day:05 ; month:02 ; year:2024 ; extent:7
Advanced synthesis & catalysis ; (05.02.2024) (gesamt 7)
- Creator
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Manna, Sourav
Papp, Florian
Hisata, Yusei
Löffler, Julian
Rybka, Martyna
Däschlein-Gessner, Viktoria H.
Hoshimoto, Yoichi
Gooßen, Lukas J.
- DOI
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10.1002/adsc.202301474
- URN
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urn:nbn:de:101:1-2024020614132010353507
- Rights
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Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Last update
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15.08.2025, 7:24 AM CEST
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Associated
- Manna, Sourav
- Papp, Florian
- Hisata, Yusei
- Löffler, Julian
- Rybka, Martyna
- Däschlein-Gessner, Viktoria H.
- Hoshimoto, Yoichi
- Gooßen, Lukas J.
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