Copper‐Catalyzed Cross‐Coupling of Acylzirconocenes and Diaryliodonium Salts: An Efficient Synthesis of Alkyl‐aryl‐ketones from Alkenes

Grosso, Simone;Mlynczak, Marcelina;Evano, Gwilherm;Riant, Olivier
(2023) European Journal of Organic Chemistry — Vol. 26, n° 47 (2023)

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Authors
  • Grosso, Simoneorcid-logoUCLouvain
    Author
  • Mlynczak, MarcelinaUCLouvain
    Author
  • Evano, Gwilhermorcid-logo
    Author
  • Author
Abstract
An efficient and unprecedented cross‐coupling between acylzirconocenes, readily available starting materials conveniently prepared by hydrozirconation of alkenes and a subsequent carbonylation with carbon monoxide, and diaryliodonium tetrafluoroborates is reported. This procedure enables the synthesis of a broad variety of alkyl‐aryl‐ketones upon simple catalysis with copper cyanide without the need of additional ligands and only requires a low pressure of carbon monoxide generated in situ, in a two‐chamber reactor, from N‐formylsaccharin. An efficient cross‐coupling between acylzirconocenes, readily prepared by hydrozirconation/carbonylation of alkenes, and diaryliodonium tetrafluoroborates is reported. This procedure enables the synthesis of a variety of alkyl‐aryl‐ketones upon simple catalysis with copper cyanide without the need of additional ligands and only requires a low pressure of carbon monoxide generated in situ, in a two‐chamber reactor, from N‐formylsaccharin.
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Citations

Grosso, S., Mlynczak, M., Evano, G., & Riant, O. (2023). Copper‐Catalyzed Cross‐Coupling of Acylzirconocenes and Diaryliodonium Salts: An Efficient Synthesis of Alkyl‐aryl‐ketones from Alkenes. European Journal of Organic Chemistry, 26(47). https://doi.org/10.1002/ejoc.202300938 (Original work published 2023)