Fluorodealkenylation: Ozonolysis and Treatment with Fe <sup>II</sup> Salt and Selectfluor Convert C(sp <sup>3</sup> )–C(sp <sup>2</sup> ) Bonds to C(sp <sup>3</sup> )–F Bonds
Leveraging the abundance of alkenes, we report cleavage of the C(sp3)–C(sp2) bonds of alkenes as a route for radical fluorination. In this process, ozone leads to the creation of α-methoxyhydroperoxide intermediates from alkenes, with subsequent treatment with FeII and Selectfluor providing a variety of alkyl fluorides. The products are obtained under mild, aerobic reaction conditions within short reaction times.
Authors
- Ohyun Kwon (ORCID: https://orcid.org/0000-0002-5405-3971)
- Clifford Leung (ORCID: https://orcid.org/0000-0001-5749-349X)
- Brady W. Dehnert
Institutions
- University of California System (US)
Publication Details
- Journal
- Organic Letters
- Published
- 2026-05-22
- DOI
- https://doi.org/10.1021/acs.orglett.6c01643
- Primary Topic
- Fluorine in Organic Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- University of California, Los Angeles
- National Institute of General Medical Sciences