Accessing Allylic Sulfones from Allyl Bromides via SO <sub>2</sub> Insertion under Dual Photoredox/Lewis Base Catalysis

insertion. The reaction mechanism involves a radical-radical coupling pathway, while the allylic radical is generated from an ammonium cation via a SET process. Mechanistic studies demonstrate the existence of both allylic and sulfonyl radical intermediates. Notably, this general and efficient strategy affords allylic sulfones containing coumarin, cinnamonitrile, or cinnamic ester groups with high regioselectivity, showcasing broad substrate scope.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2026-04-16
DOI
https://doi.org/10.1021/acs.joc.6c00089
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
0.00

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article

Accessing Allylic Sulfones from Allyl Bromides via SO 2 Insertion under Dual Photoredox/Lewis Base Catalysis

Gang Liu, Peng Liang, Wei Xiao
The Journal of Organic Chemistry
Sulfur-Based Synthesis Techniques
article

Accessing Allylic Sulfones from Allyl Bromides via SO 2 Insertion under Dual Photoredox/Lewis Base Catalysis

Gang Liu, Peng Liang, Wei Xiao
article en

Abstract

insertion. The reaction mechanism involves a radical-radical coupling pathway, while the allylic radical is generated from an ammonium cation via a SET process. Mechanistic studies demonstrate the existence of both allylic and sulfonyl radical intermediates. Notably, this general and efficient strategy affords allylic sulfones containing coumarin, cinnamonitrile, or cinnamic ester groups with high regioselectivity, showcasing broad substrate scope.

The Journal of Organic ChemistryVol. 91(17)
Chinese Academy of Sciences (CN), Jiangxi Science and Technology Normal University (CN), Shanghai Institute of Organic Chemistry (CN), Institute of Organic Chemistry (HU), Henan Normal University (CN), Taizhou University (CN)
Henan Normal University, National Natural Science Foundation of China, Zhejiang Provincial Ten Thousand Plan for Young Top Talents, Natural Science Foundation of Zhejiang Province
Openalex Percentile: Top 24%
Sulfur-Based Synthesis Techniques
DOISourceOpenAlex
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