Direct Synthesis of γ-Keto Sulfones via Bronsted Acid-Promoted Tandem Sulfonylation of Propargylic Esters with RSO <sub>2</sub> H

H under metal-free and oxidant-free conditions. The novel transformation proceeds through α,β-unsaturated ketone intermediates as the key intermediate, which then undergoes thia-Michael addition with sulfinic acids to afford the target γ-keto sulfones in moderate to excellent yields. The key merits of this approach include operational simplicity, the avoidance of metals and oxidants, and good functional group tolerance.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2026-04-15
DOI
https://doi.org/10.1021/acs.joc.6c00509
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
0.00

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article

Direct Synthesis of γ-Keto Sulfones via Bronsted Acid-Promoted Tandem Sulfonylation of Propargylic Esters with RSO 2 H

Qiang Xiao, Yaping Han, Mu‐Jia Luo, X H Chen et al.
The Journal of Organic Chemistry
Sulfur-Based Synthesis Techniques
article

Direct Synthesis of γ-Keto Sulfones via Bronsted Acid-Promoted Tandem Sulfonylation of Propargylic Esters with RSO 2 H

Qiang Xiao, Yaping Han, Mu‐Jia Luo, X H Chen, 潘求全, Xian‐Rong Song, Zixin Zhang, Fengyan Jin, Xingyue Wang
article en

Abstract

H under metal-free and oxidant-free conditions. The novel transformation proceeds through α,β-unsaturated ketone intermediates as the key intermediate, which then undergoes thia-Michael addition with sulfinic acids to afford the target γ-keto sulfones in moderate to excellent yields. The key merits of this approach include operational simplicity, the avoidance of metals and oxidants, and good functional group tolerance.

The Journal of Organic ChemistryVol. 91(17)
Hebei University of Technology (CN), Jiangxi Science and Technology Normal University (CN)
National Natural Science Foundation of China, Natural Science Foundation of Jiangxi Province, Education Department of Jiangxi Province, Jiangxi Science and Technology Normal University
Clean water and sanitation
Openalex Percentile: Top 25%
Sulfur-Based Synthesis Techniques
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