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September 23, 2025Organic Letters3 citations

Gold-Catalyzed Arylative Meyer–Schuster Rearrangement of Aryl Iodides to α-Arylated Enones

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WDWenqian DuZXZhonghua Xia

Key Points

  • The method efficiently produces α-arylated enones under mild conditions, providing a versatile approach in synthetic chemistry.
  • A broad substrate scope is utilized, allowing for the inclusion of various propargylic acetates and aryl iodides.
  • This gold-catalyzed reaction avoids the need for external oxidants, promoting air tolerance during the synthesis.
  • The findings support potential applications in drug development with biologically relevant properties of enones.

Abstract

Enones serve as versatile scaffolds in synthetic chemistry, enabling diverse transformations while exhibiting biologically relevant properties crucial for drug development. Herein, we report a ligand-enabled gold-catalyzed arylative Meyer-Schuster rearrangement employing readily available and stable propargylic acetates and aryl iodides under mild conditions. This method efficiently delivers α-arylated enones with a broad substrate scope and air-tolerant conditions, while avoiding the need for strong external oxidants or photocatalytic activation of aryl diazonium salts.

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Cite This Study

Du et al. (2025) studied this question.

synapsesocial.com/papers/68d4725631b076d99fa6afb0https://doi.org/10.1021/acs.orglett.5c03332
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