Published January 1, 2024
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Selectfluor and alcohol-mediated synthesis of bicyclic oxyfluorination compounds by Wagner-Meerwein rearrangement
- 1. Ataturk Univ, Fac Sci, Dept Chem, Erzurum, Turkiye
- 2. Trakya Univ, Technol Res Dev Applicat & Res Ctr, Edirne, Turkiye
Description
Herein, we report the first environmentally friendly systematic fluoroalkoxylation reactions in bicyclic systems. New oxyfluorination products were obtained with excellent yields (up to 98%) via Wagner-Meerwein rearrangement using benzonorbornadiene and the chiral natural compound (+)-camphene as bicyclic alkenes, selectfluor as an electrophilic fluorine source, and water and various alcohols as nucleophile sources. The structure of bicyclic oxy- and alkoxyfluorine compounds was determined by NMR and QTOFMS analyses.
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