Ni-Catalyzed Cross-Electrophile Coupling of Acyl Phosphate Ester and Alkyl Bromide to Form Aryl Ketone under Room Temperature

The synthesis of aryl ketones from aryl carboxylic acid derivatives is a fundamental transformation in organic synthesis. Herein, we report a nickel-catalyzed cross-electrophile coupling of acyl phosphate esters with alkyl bromides for the efficient construction of aryl ketones. The reaction proceeds under mild conditions and exhibits broad tolerance to various functional groups. A wide range of acyl phosphate esters and alkyl bromides participate efficiently in this coupling. The successful late-stage functionalization of bioactive molecules further highlights the synthetic utility of this strategy. Mechanistic studies support the involvement of an alkyl radical pathway.

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Journal
Organic Letters
Published
2026-06-25
DOI
https://doi.org/10.1021/acs.orglett.6c02362
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
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article

Ni-Catalyzed Cross-Electrophile Coupling of Acyl Phosphate Ester and Alkyl Bromide to Form Aryl Ketone under Room Temperature

Hu Cai, Ziyang Wang, Shiyu Lei, W.T. Liu et al.
Organic Letters
Catalytic C–H Functionalization Methods
article

Ni-Catalyzed Cross-Electrophile Coupling of Acyl Phosphate Ester and Alkyl Bromide to Form Aryl Ketone under Room Temperature

Hu Cai, Ziyang Wang, Shiyu Lei, W.T. Liu, Xu Zhu, Ziyue Xu, Shengmei Guo, Jie Jiang
article en

Abstract

The synthesis of aryl ketones from aryl carboxylic acid derivatives is a fundamental transformation in organic synthesis. Herein, we report a nickel-catalyzed cross-electrophile coupling of acyl phosphate esters with alkyl bromides for the efficient construction of aryl ketones. The reaction proceeds under mild conditions and exhibits broad tolerance to various functional groups. A wide range of acyl phosphate esters and alkyl bromides participate efficiently in this coupling. The successful late-stage functionalization of bioactive molecules further highlights the synthetic utility of this strategy. Mechanistic studies support the involvement of an alkyl radical pathway.

Organic Letters
Nanchang University (CN)
Openalex Percentile: Top 12%
Catalytic C–H Functionalization Methods
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