Electrochemical Dehydration of Sulfonic Acids to Their Anhydrides
We developed an electrochemical method for sulfonic anhydride synthesis and one-pot derivatization into sulfonamides and mesylates under mild conditions. Aliphatic sulfonic anhydrides were electrogenerated in up to a 74% yield. Since isolating these moisture-sensitive intermediates is challenging, the in situ-generated sulfonic anhydrides were directly converted into sulfonamides or alkyl sulfonates using amines or alcohols, respectively. This scalable process enables the synthesis of various nitrogen- and oxygen-based products in the multigram range.
Authors
- Siegfried R. Waldvogel (ORCID: https://orcid.org/0000-0002-7949-9638)
- Johannes Schneider (ORCID: https://orcid.org/0000-0003-2210-0232)
- Enrico Lunghi (ORCID: https://orcid.org/0009-0003-6166-7044)
- Annemijn M. van Koten
Institutions
- Karlsruhe Institute of Technology (DE)
- Johannes Gutenberg University Mainz (DE)
- Max Planck Institute for Chemical Energy Conversion (DE)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-08-22
- DOI
- https://doi.org/10.1021/acs.joc.5c01155
- Citations
- 2
- Primary Topic
- Sulfur-Based Synthesis Techniques
- Type
- article
- Field-Weighted Citation Impact
- 1.87
Funders
- Deutsche Forschungsgemeinschaft
- Max-Planck-Gesellschaft