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Palladium-Catalyzed Allylic C–F Bond Functionalization of Pentafluoroethyl Alkenes with Heteroatom Nucleophiles

Year: 2025

Type: article

Abstract: High Resolution Image Download MS PowerPoint Slide 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 2 -carbon connected to both F and CF 3 in good to excellent diastereoselectivities.

Source: Organic Letters

DOI: 10.1021/acs.orglett.5c03217

Authors: Zhengjie Fu, Gavin Chit Tsui

Institution: Chinese University of Hong Kong

Language: English

Topic: Fluorine in Organic Chemistry

Subfield: Pharmaceutical Science

Field: Pharmacology, Toxicology and Pharmaceutics

Domain: Life Sciences

Open Access status: hybrid

Estimated APC paid: $4,500

Funders: Chinese Academy of Sciences, Research Grants Council, University Grants Committee, Chinese University of Hong Kong, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences