Selectfluor and Alcohol Mediated Synthesis of Bicyclic Oxyfluorination Compounds by Wagner-Meerwein Rearrangement

Submitting author affiliation:
Atatürk University, Erzurum, Turkey

Beilstein Arch. 2024, 202417.

Published 27 Mar 2024

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Herein, we report the first environmentally friendly systematic fluoroalkoxylation reactions in bicyclic systems. New oxyfluorination products were obtained with excellent yields (up to 99%) via Wagner-Meerwein rearrangement using benzonorbornadiene and chiral natural compound (4)-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 GC-MS analyses.

Keywords: bicyclic alkene; selectfluor; oxyfluorination; alkoxyfluorine compounds; Wagner-Meerwein rearrangement

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When a peer-reviewed version of this preprint is available, this information will be updated in the information box above. If no peer-reviewed version is available, please cite this preprint using the following information:

Dağalan, Z.; Çelikoğlu, M. H.; Çelik, S.; Koçak, R.; Nişancı, B. Beilstein Arch. 2024, 202417. doi:10.3762/bxiv.2024.17.v1

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