Photochemical Zincke-like Reactions Enabled the Expeditious Synthesis of 2-Polyene Sulfonylpyridines

A Ce-base-controlled and visible-light-induced approach enables the cleavage of NTf-pyridiniums into various 2-polyene sulfonylpyridines. This Zincke-like reaction involves the conversion of pyridines into electron-rich intermediates and subsequent regioselective electrophilic modification through the formation of an EDA complex, intermolecular single-electron transfer, radical coupling, and selective C2-N bond cleavage. In addition, the obtained 2-polyene sulfonylpyridine <b>2a</b> displays interesting photophysical properties.

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Publication Details

Journal
Organic Letters
Published
2026-02-09
DOI
https://doi.org/10.1021/acs.orglett.5c05332
Primary Topic
Radical Photochemical Reactions
Type
article
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article

Photochemical Zincke-like Reactions Enabled the Expeditious Synthesis of 2-Polyene Sulfonylpyridines

Xiangjun Peng, Min Shen, Cheng Fu, Nianhua Luo et al.
Organic Letters
Radical Photochemical Reactions
article

Photochemical Zincke-like Reactions Enabled the Expeditious Synthesis of 2-Polyene Sulfonylpyridines

Xiangjun Peng, Min Shen, Cheng Fu, Nianhua Luo, Zhi-Yang Zhou, Guodong Zhu, H. -J. Huang, Xin-Yun Zhong
article en

Abstract

A Ce-base-controlled and visible-light-induced approach enables the cleavage of NTf-pyridiniums into various 2-polyene sulfonylpyridines. This Zincke-like reaction involves the conversion of pyridines into electron-rich intermediates and subsequent regioselective electrophilic modification through the formation of an EDA complex, intermolecular single-electron transfer, radical coupling, and selective C2-N bond cleavage. In addition, the obtained 2-polyene sulfonylpyridine <b>2a</b> displays interesting photophysical properties.

Organic LettersVol. 28(8)
Jiangnan University (CN), Gannan Medical University (CN)
Openalex Percentile: Top 61%
Radical Photochemical Reactions
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Photochemical Zincke-like Reactions Enabled the Expeditious Synthesis of 2-Polyene Sulfonylpyridines — Xiangjun Peng, Min Shen, et al. · Organic Letters (2026) | TGRS Research Map | TGRS