Photocatalytic Defluorinative α-Aminoalkylation of Allylic Difluorides
A photocatalytic process was devised to synthesize monofluoroalkenes via defluorinative functionalization of allylic difluorides. <i>N</i>-Alkylanilines are used as precursors to α-aminoalkyl radicals, which undergo regioselective addition to allylic difluorides, and subsequent SET and fluoride elimination produce monofluoroalkenes. C-C bond formation on the aniline is site-selective for the least substituted carbon α to nitrogen.
Authors
- Jean‐Denys Hamel (ORCID: https://orcid.org/0000-0003-3994-444X)
- Taylor Semeniuk (ORCID: https://orcid.org/0009-0004-9733-699X)
- Ty Dudas (ORCID: https://orcid.org/0009-0009-2331-8963)
- Esther Okeh
- Tanner Felesky
Institutions
- University of Lethbridge (CA)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2024-09-04
- DOI
- https://doi.org/10.1021/acs.joc.4c01861
- Citations
- 4
- Primary Topic
- Fluorine in Organic Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.83
Funders
- University of Lethbridge
- Canada Foundation for Innovation
- Canada Research Chairs
- Natural Sciences and Engineering Research Council of Canada