Air‐Oxidative Synthesis of Diaryl Ketones From Aryl Acetonitrile and Aryl Halides via Single‐Electron Transfer

Under base‐mediated conditions, the synthesis of diaryl ketones is accomplished through a one‐pot, two‐step process that utilizes aryl halides and aryl acetonitriles as substrates. This method finds application in the synthesis of aryl iodides, bromides, and specific aryl chlorides. Mechanistic studies indicate that the Cs 2 CO 3 /DMSO system induces the formation of an aryl radical, which reacts with dehydrogenated acetonitrile via a single‐electron transfer (SET) reaction. Subsequently, under the action of oxygen in air, oxidation occurs, leading to the cleavage of the CCN bond and rearrangement, thereby forming diaryl ketone.

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Publication Details

Journal
European Journal of Organic Chemistry
Published
2026-07-23
DOI
https://doi.org/10.1002/ejoc.70705
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
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article

Air‐Oxidative Synthesis of Diaryl Ketones From Aryl Acetonitrile and Aryl Halides via Single‐Electron Transfer

Qilong Bian, Xiang Gao, 张春花, Chunyan Wang et al.
European Journal of Organic Chemistry
Radical Photochemical Reactions
article

Air‐Oxidative Synthesis of Diaryl Ketones From Aryl Acetonitrile and Aryl Halides via Single‐Electron Transfer

Qilong Bian, Xiang Gao, 张春花, Chunyan Wang, Mingfang Chen, Wei Xiao
article en

Abstract

Under base‐mediated conditions, the synthesis of diaryl ketones is accomplished through a one‐pot, two‐step process that utilizes aryl halides and aryl acetonitriles as substrates. This method finds application in the synthesis of aryl iodides, bromides, and specific aryl chlorides. Mechanistic studies indicate that the Cs 2 CO 3 /DMSO system induces the formation of an aryl radical, which reacts with dehydrogenated acetonitrile via a single‐electron transfer (SET) reaction. Subsequently, under the action of oxygen in air, oxidation occurs, leading to the cleavage of the CCN bond and rearrangement, thereby forming diaryl ketone.

European Journal of Organic Chemistry
Henan University (CN), Zhoukou Normal University (CN)
Clean water and sanitation
Openalex Percentile: Top 16%
Radical Photochemical Reactions
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Air‐Oxidative Synthesis of Diaryl Ketones From Aryl Acetonitrile and Aryl Halides via Single‐Electron Transfer — Qilong Bian, Xiang Gao, et al. · European Journal of Organic Chemistry (2026) | TGRS Research Map | TGRS