Electrochemical Three-Component Synthesis of Vinyl Sulfonamides via Decarboxylative Sulfonylation of Cinnamic Acids
Po-Chung Chien1, Harald Kelm1, Georg Manolikakes1
1Department of Chemistry, RPTU University Kaiserslautern-Landau, Kaiserslautern, Germany.
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. 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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