Electrochemical Three‐Component Synthesis of Vinyl Sulfonamides via Decarboxylative Sulfonylation of Cinnamic Acids

An efficient, electrochemical three-component reaction for the synthesis of vinyl sulfonamides from cinnamic acids, SO<sub>2</sub>, and amines is reported. This metal-free protocol utilizes inexpensive graphite electrodes and easy-to-use SO<sub>2</sub> stock solutions to facilitate a decarboxylative transformation under mild conditions. The reaction proceeds with high regio- and stereoselectivity. The use of cinnamic acid derivatives as biobased feedstocks, combined with the demonstrated scalability and electrode/electrolyte reusability, highlights the potential of this approach for a sustainable synthesis of the important vinyl sulfonamide scaffold.

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Publication Details

Journal
ChemSusChem
Published
2025-12-19
DOI
https://doi.org/10.1002/cssc.202501920
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
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article

Electrochemical Three‐Component Synthesis of Vinyl Sulfonamides via Decarboxylative Sulfonylation of Cinnamic Acids

Harald Kelm, Po‐Chung Chien, Georg Manolikakes
ChemSusChem
Sulfur-Based Synthesis Techniques
article

Electrochemical Three‐Component Synthesis of Vinyl Sulfonamides via Decarboxylative Sulfonylation of Cinnamic Acids

Harald Kelm, Po‐Chung Chien, Georg Manolikakes
article en

Abstract

An efficient, electrochemical three-component reaction for the synthesis of vinyl sulfonamides from cinnamic acids, SO<sub>2</sub>, and amines is reported. This metal-free protocol utilizes inexpensive graphite electrodes and easy-to-use SO<sub>2</sub> stock solutions to facilitate a decarboxylative transformation under mild conditions. The reaction proceeds with high regio- and stereoselectivity. The use of cinnamic acid derivatives as biobased feedstocks, combined with the demonstrated scalability and electrode/electrolyte reusability, highlights the potential of this approach for a sustainable synthesis of the important vinyl sulfonamide scaffold.

ChemSusChemVol. 19(6)
University of Kaiserslautern (DE), University of Applied Sciences Kaiserslautern (DE)
Openalex Percentile: Top 69%
Sulfur-Based Synthesis Techniques
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Electrochemical Three‐Component Synthesis of Vinyl Sulfonamides via Decarboxylative Sulfonylation of Cinnamic Acids — Harald Kelm, Po‐Chung Chien, et al. · ChemSusChem (2025) | TGRS Research Map | TGRS