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, 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.
Authors
- Harald Kelm (ORCID: https://orcid.org/0000-0001-9264-9437)
- Po‐Chung Chien (ORCID: https://orcid.org/0009-0003-2379-910X)
- Georg Manolikakes (ORCID: https://orcid.org/0000-0002-4013-5757)
Publication Details
- Journal
- ChemRxiv
- Published
- 2025-08-21
- DOI
- https://doi.org/10.26434/chemrxiv-2025-gsqzx
- Primary Topic
- Sulfur-Based Synthesis Techniques
- Type
- article
- Field-Weighted Citation Impact
- 0.00