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Photoredox Fe-Catalyzed Truce–Smiles Rearrangement of N-Arylsulfonyl Acrylamides with Aliphatic Carboxylic Acids

  • Ruoli Huang
  • , Depeng Duan
  • , Niankai Fu
  • , Lu Song*
  • *Corresponding author for this work
  • Beihang University
  • CAS - Institute of Chemistry

Research output: Contribution to journalArticlepeer-review

Abstract

Herein, we report a photoredox Fe-catalyzed, redox-neutral Truce–Smiles rearrangement of N-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 CF2H-containing arylethylamines. The catalytic system is amenable to gram-scale synthesis, and mechanistic investigations support a radical-mediated mechanism involving intramolecular aryl migration.

Original languageEnglish
Pages (from-to)12337-12342
Number of pages6
JournalOrganic Letters
Volume27
Issue number44
DOIs
StatePublished - 7 Nov 2025

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