N‑Heterocyclic Carbene–Nickel-Catalyzed Regioselective Diarylation of Aliphatic-1,3-Dienes
Aliphatic-1,3-dienes represent a problematic class of substrates for catalytic 1,2-dicarbofunctionalization due to inherent complications of undesired allylic rearrangement, consequently giving rise to inseparable isomeric product mixtures. Here, we show that aliphatic-1,3-dienes can participate in...
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Veröffentlicht in: | ACS catalysis 2022-01, Vol.12 (1), p.724-732 |
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Hauptverfasser: | , , , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
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Zusammenfassung: | Aliphatic-1,3-dienes represent a problematic class of substrates for catalytic 1,2-dicarbofunctionalization due to inherent complications of undesired allylic rearrangement, consequently giving rise to inseparable isomeric product mixtures. Here, we show that aliphatic-1,3-dienes can participate in highly efficient and site-selective 1,2-diarylation, by merging with an aryl triflate and arylmetal reagent in the presence of a sizeable N-heterocyclic carbene (NHC)–Ni(0) catalyst. Adducts containing tertiary or quaternary centers and those derived from multifunctional bioactive molecules could be obtained. |
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ISSN: | 2155-5435 2155-5435 |
DOI: | 10.1021/acscatal.1c04766 |