Photoinduced Iron-Catalyzed Decarboxylation/Isomerization of <i>gem</i>-Difluoroallyl Carboxylic Acid to Access Vinyl Difluoromethylene Units
Vinyl difluoromethylene units (-CF-) significantly enhance the bioactivity and physical and chemical properties of compounds. Despite recent advances in introducing vinyl difluoromethylene units, radical-mediated formation of these motifs remains largely unexplored. A novel serial catalytic strategy for selective defluoroalkylation of trifluoromethyl alkenes has been developed, utilizing photocatalytic defluorocarboxylation followed by photoinduced iron-catalyzed decarboxylation/isomerization. The defluoroalkylation reaction involves generating difluoroallyl radicals, tautomerizing to vinyl difluoromethylene radicals, and proceeding through radical addition and alkylation.
Authors
- Jun Xu (ORCID: https://orcid.org/0000-0002-2985-6609)
- Hua‐Jian Xu (ORCID: https://orcid.org/0000-0002-0789-3484)
- Qi Zhang (ORCID: https://orcid.org/0000-0001-6340-0130)
- Shiyu Li (ORCID: https://orcid.org/0000-0002-2045-0012)
- Wenqian Li (ORCID: https://orcid.org/0000-0002-8078-708X)
- Xinguang Li (ORCID: https://orcid.org/0009-0000-2517-1816)
Institutions
- Hefei University of Technology (CN)
- Hefei University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-03-28
- DOI
- https://doi.org/10.1021/acs.orglett.5c01050
- Citations
- 2
- Primary Topic
- Fluorine in Organic Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 1.58
Funders
- National Natural Science Foundation of China
- Hefei University
- Anhui Provincial Department of Science and Technology
- National Key Research and Development Program of China
- Fundamental Research Funds for the Central Universities