Chemically oxidative fluorination with fluoride ions

•Challenges and advantages associated with chemically oxidative fluorination are discussed.•The recent developments on chemically oxidative fluorination are presented.•Applications of chemically oxidative fluorination on 18F labeling are highlighted.

Although the chemical oxidation of fluoride ions is generally challenging due to the high electronegativity of fluorine, in the past four years, a number of oxidative fluorination reactions via the reactivity umpolung of substrates or fluorides have been developed. These reactions can introduce fluorine into nucleophilic or electron-neutral systems. This short review provides a summary on the recent developments of oxidative fluorination of arenes, alkanes, and alkenes with fluorides promoted by various oxidants. These newly developed reactions are of high selectivity and efficiency, and provide a pathway for the more efficient use of the abundant, yet less nucleophilic fluorides.

Graphical abstractRecent developments on oxidative fluorination of nucleophilic or electron-neutral aromatic and aliphatic systems with nucleophilic fluorides under the promotion of chemical oxidants are reviewed.Figure optionsDownload full-size imageDownload as PowerPoint slide