Palladium-Catalyzed Allylic C–F Bond Functionalization of Pentafluoroethyl Alkenes with Heteroatom Nucleophiles
A diastereoselective Pd-catalyzed allylic C-F bond functionalization of pentafluoroethyl alkenes is described. Heteroatom nucleophiles including amines, alcohols, and thiols can be employed to construct new C-N, C-O, or C-S bonds with concomitant cleavage of an allylic C-F bond. Both 1,1- and 1,2-disubstituted pentafluoroalkenes can be utilized to synthesize novel tetra- and trisubstituted alkenes containing an sp<sup>2</sup>-carbon connected to both F and CF<sub>3</sub> in good to excellent diastereoselectivities.
Authors
- Gavin Chit Tsui (ORCID: https://orcid.org/0000-0003-4824-8745)
- Zhengjie Fu
Institutions
- Chinese University of Hong Kong (HK)
- State Key Laboratory of Synthetic Chemistry (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-09-01
- DOI
- https://doi.org/10.1021/acs.orglett.5c03217
- Citations
- 2
- Primary Topic
- Fluorine in Organic Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 1.58
Funders
- Chinese Academy of Sciences
- Chinese University of Hong Kong
- Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences