Visible-Light Photoredox-Catalyzed Sp3 C–H Sulfonylation of Oxime Ester

An efficient visible-light photoredox-catalyzed Sp3 C-H sulfonylation protocol for the synthesis of β-keto sulfones has been developed. The utilization of Ir{dF(CF3)(ppy)2dtbpy}PF6 as the photocatalyst and blue LEDs as the light sources enabled the formation of alkyl carbon radical and sulfonyl radical species from oxime ester and sodium sulfinate, allowing the radical-radical cross-coupling process to form C-S bonds, following a subsequent hydrolysis to deliver the corresponding β-keto sulfones in moderate to excellent isolated yields.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2026-10-16
DOI
https://doi.org/10.1021/acs.joc.6c01729
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
0.00

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article

Visible-Light Photoredox-Catalyzed Sp3 C–H Sulfonylation of Oxime Ester

Shaoqun Zhu, Zijie Zhang, Jie Huang, Yuejie Sun et al.
The Journal of Organic Chemistry
Radical Photochemical Reactions
article

Visible-Light Photoredox-Catalyzed Sp3 C–H Sulfonylation of Oxime Ester

Shaoqun Zhu, Zijie Zhang, Jie Huang, Yuejie Sun, Yujie Zhi, Yiqi Yan, Ying Han
article en

Abstract

An efficient visible-light photoredox-catalyzed Sp3 C-H sulfonylation protocol for the synthesis of β-keto sulfones has been developed. The utilization of Ir{dF(CF3)(ppy)2dtbpy}PF6 as the photocatalyst and blue LEDs as the light sources enabled the formation of alkyl carbon radical and sulfonyl radical species from oxime ester and sodium sulfinate, allowing the radical-radical cross-coupling process to form C-S bonds, following a subsequent hydrolysis to deliver the corresponding β-keto sulfones in moderate to excellent isolated yields.

The Journal of Organic Chemistry
Yangzhou University (CN)
National Natural Science Foundation of China, Natural Science Research of Jiangsu Higher Education Institutions of China
Openalex Percentile: Top 25%
Radical Photochemical Reactions
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