Article 2024 · 1 citations

Selectfluor and alcohol-mediated synthesis of bicyclic oxyfluorination compounds by Wagner-Meerwein rearrangement

Dagalan, Ziya, Celikoglu, Muhammed Hanifi, Celik, Saffet, Kocak, Ramazan, Nisanc, Bilal

Abstract

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.

Keywords

alkoxyfluorine compounds bicyclic alkene oxyfluorination selectfluor Wagner-Meerwein rearrangement FLUORINATION MILD

WoS Categories

Chemistry, Organic

Sustainable Development Goals

Climate Action Good Health and Well-being

Citation

Journal: BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
Year: 2024
Volume: 20
Pages: 1462-1467
ISSN: 1860-5397
DOI: 10.3762/bjoc.20.129
WoS UID: WOS:001260328600001

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