Pd-Catalyzed\n1,4-Difluoromethylative Functionalization\nof 1,3-Dienes Using Freon-22
We report a visible-light-driven, palladium-catalyzed\n1,4-difluoromethylative\nfunctionalization of conjugated dienes using chlorodifluoromethane\n(ClCF<sub>2</sub>H, Freon-22) as a cost-effective difluoromethyl source.\nThe excited palladium catalyst efficiently reduces the C–Cl\nbond, which generates a CF<sub>2</sub>H radical, followed by regioselective\nS<sub>N</sub>2’ substitution to afford 1,4-difunctionalized\nproducts. This versatile, redox-neutral method accommodates diverse\nnucleophiles and exhibits broad functional group compatibility, making\nit suitable for late-stage functionalization in drug discovery and\noffering a direct route to difluoromethylated molecules.
Publication Details
- Journal
- Figshare
- Published
- 2024-10-15
- DOI
- https://doi.org/10.1021/acs.orglett.4c03338.s001
- Primary Topic
- Fluorine in Organic Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.00