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

Year: 2025

Type: article

Abstract: An efficient, electrochemical three-component reaction for the synthesis of vinyl sulfonamides from cinnamic acids, SO₂, and amines is reported. This metal-free protocol utilizes inexpensive graphite electrodes and easy-to-use SO₂ stock solutions to facilitate a decarboxylative transformation under mild conditions. The reaction proceeds with high regio- and stereoselectivity, affording (E)-β-styryl sulfonamides without double-bond translocation. The use of cinnamic acid derivatives as biobased feedstocks, combined with the demonstrated scalability and anolyte reusability, highlights the potential of this approach for a sustainable synthesis of the important vinyl sulfonamide scaffold.

Source: ChemSusChem

DOI: 10.1002/cssc.202501920

Authors: Po‐Chung Chien, Harald Kelm, Georg Manolikakes

Institutions: University of Kaiserslautern, Rheinland-Pfälzische Technische Universität Kaiserslautern-Landau

Language: English

Topic: Sulfur-Based Synthesis Techniques

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

SDG: Responsible consumption and production

Open Access status: hybrid

Estimated APC paid: $4,550