Fluorine-Based OxidantEnables Room-Temperature Pd-CatalyzedC–H Arylation with Boronic Acids

The biaryl motif is important in many fields within chemistry and the life sciences. Thus, better strategies to forge aryl–aryl bonds are valuable. Herein, we report conditions permitting the room temperature arylation of <i>N</i>-aryl amide substrates, using ubiquitous aryl boronic acid reagents. Critical to the success of this method is the use of Selectfluor as a sustainable alternative oxidant to silver-based additives and the deployment of a bulky QuinOx ligand supporting the palladium catalyst.

Publication Details

Journal
Figshare
Published
2025-03-13
DOI
https://doi.org/10.1021/acs.joc.4c03106.s001
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
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article

Fluorine-Based OxidantEnables Room-Temperature Pd-CatalyzedC–H Arylation with Boronic Acids

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Catalytic C–H Functionalization Methods
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Fluorine-Based OxidantEnables Room-Temperature Pd-CatalyzedC–H Arylation with Boronic Acids

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Abstract

The biaryl motif is important in many fields within chemistry and the life sciences. Thus, better strategies to forge aryl–aryl bonds are valuable. Herein, we report conditions permitting the room temperature arylation of <i>N</i>-aryl amide substrates, using ubiquitous aryl boronic acid reagents. Critical to the success of this method is the use of Selectfluor as a sustainable alternative oxidant to silver-based additives and the deployment of a bulky QuinOx ligand supporting the palladium catalyst.

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Catalytic C–H Functionalization Methods
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Fluorine-Based OxidantEnables Room-Temperature Pd-CatalyzedC–H Arylation with Boronic Acids · Figshare (2025) | TGRS Research Map | TGRS