Photoinduced Decarboxylative Sulfonylation of Carboxylic Acids with Sodium Sulfinates

We report photoinduced decarboxylative sulfonylation of carboxylic acids with sodium sulfinates for synthesizing sulfones. The reaction proceeds under mild conditions, directly utilizing carboxylic acids without prefunctionalization, with copper acetate as the oxidant and sodium acetate as the base at room temperature. This method demonstrates excellent substrate compatibility, accommodating simple carboxylic acids, and drug molecules successfully converted into the corresponding sulfones. Furthermore, we developed a photoinduced two-step, one-pot protocol that integrated two carboxylic acids with DABSO (DABCO-bis(sulfur dioxide) adduct) to synthesize sulfones. Biological activity evaluation revealed that drug molecule-derived sulfones exhibited antiproliferative activity against tumor cells.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-06-03
DOI
https://doi.org/10.1021/acs.joc.5c00800
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
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article

Photoinduced Decarboxylative Sulfonylation of Carboxylic Acids with Sodium Sulfinates

Xiaodong Tang, Jiaxin Wang, Chen Chen, Weiya Kong et al.
The Journal of Organic Chemistry
Sulfur-Based Synthesis Techniques
article

Photoinduced Decarboxylative Sulfonylation of Carboxylic Acids with Sodium Sulfinates

Xiaodong Tang, Jiaxin Wang, Chen Chen, Weiya Kong, Jie Shi
article en

Abstract

We report photoinduced decarboxylative sulfonylation of carboxylic acids with sodium sulfinates for synthesizing sulfones. The reaction proceeds under mild conditions, directly utilizing carboxylic acids without prefunctionalization, with copper acetate as the oxidant and sodium acetate as the base at room temperature. This method demonstrates excellent substrate compatibility, accommodating simple carboxylic acids, and drug molecules successfully converted into the corresponding sulfones. Furthermore, we developed a photoinduced two-step, one-pot protocol that integrated two carboxylic acids with DABSO (DABCO-bis(sulfur dioxide) adduct) to synthesize sulfones. Biological activity evaluation revealed that drug molecule-derived sulfones exhibited antiproliferative activity against tumor cells.

The Journal of Organic ChemistryVol. 90(23)
Southern Medical University (CN)
Clean water and sanitation
Openalex Percentile: Top 91%
Sulfur-Based Synthesis Techniques
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Photoinduced Decarboxylative Sulfonylation of Carboxylic Acids with Sodium Sulfinates — Xiaodong Tang, Jiaxin Wang, et al. · The Journal of Organic Chemistry (2025) | TGRS Research Map | TGRS