Photoredox Fe-Catalyzed Truce–Smiles Rearrangement of <i>N</i> -Arylsulfonyl Acrylamides with Aliphatic Carboxylic Acids
Herein, we report a photoredox Fe-catalyzed, redox-neutral Truce-Smiles rearrangement of <i>N</i>-arylsulfonyl acrylamides using readily available aliphatic carboxylic acids as radical precursors. This method accommodates a broad range of alkyl carboxylic acids, including difluoroacetic acid, enabling efficient access to functionalized amides that can be readily transformed into valuable CF<sub>2</sub>H-containing arylethylamines. The catalytic system is amenable to gram-scale synthesis, and mechanistic investigations support a radical-mediated mechanism involving intramolecular aryl migration.
Authors
- Depeng Duan
- Niankai Fu (ORCID: https://orcid.org/0000-0002-7453-3569)
- Song Lu (ORCID: https://orcid.org/0000-0003-3354-2028)
- R. L. Huang
Institutions
- Zhejiang International Studies University (CN)
- Chinese Academy of Sciences (CN)
- Beijing National Laboratory for Molecular Sciences (CN)
- Careers Europe (GB)
- Institute of Chemistry (CN)
- Beihang University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-10-27
- DOI
- https://doi.org/10.1021/acs.orglett.5c03932
- Citations
- 3
- Primary Topic
- Radical Photochemical Reactions
- Type
- article
- Field-Weighted Citation Impact
- 2.81