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

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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Publication Details

Journal
Organic Letters
Published
2025-09-22
DOI
https://doi.org/10.1021/acs.orglett.5c03332
Citations
3
Primary Topic
Catalytic Alkyne Reactions
Type
article
Field-Weighted Citation Impact
2.81
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article

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

Zhonghua Xia, Wenqian Du
3 citations
Organic Letters
Catalytic Alkyne Reactions
2.81
article

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

Zhonghua Xia, Wenqian Du
article en
3 citations

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.

Organic LettersVol. 27(39)
Beijing Institute of Technology (CN)
Openalex Percentile: Top 9%
Catalytic Alkyne Reactions
2.81
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