Electrophotocatalytic Radical Cascade Reaction for the Synthesis of Trifluoromethylated Spirocyclobutyl Oxindoles
We report an electrophotocatalytic strategy for the radical fluoroalkylation and spirocyclization of bicyclo[1.1.0]butanes. This synergistic method leverages the energy of electricity and light to generate fluoroalkyl radicals from inexpensive Langlois' reagents under mild, metal-free conditions. Overcoming the limitations of conventional electrochemistry and photoredox catalysis, this protocol provides efficient access to a diverse array of valuable spirocyclobutyl oxindoles bearing CF<sub>3</sub>, CF<sub>2</sub>H, and long-chain perfluoroalkyl groups with high functional group tolerance. Mechanistic studies confirm the radical cascade pathway and the essential role of the electrophotocatalytic system.
Authors
- Biplab Maji (ORCID: https://orcid.org/0000-0001-5034-423X)
- Rajib Maity (ORCID: https://orcid.org/0000-0001-9110-3571)
Institutions
- Indian Institute of Science Education and Research Kolkata (IN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-10-13
- DOI
- https://doi.org/10.1021/acs.orglett.5c03594
- Citations
- 3
- Primary Topic
- Fluorine in Organic Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 2.37