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

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 bi...

وصف كامل

التفاصيل البيبلوغرافية
الحاوية / القاعدة:Beilstein Journal of Organic Chemistry
المؤلفون الرئيسيون: Ziya Dağalan, Muhammed Hanifi Çelikoğlu, Saffet Çelik, Ramazan Koçak, Bilal Nişancı
التنسيق: مقال
اللغة:الإنجليزية
منشور في: Beilstein-Institut 2024-07-01
الموضوعات:
alkoxyfluorine compounds
bicyclic alkene
oxyfluorination
selectfluor
wagner–meerwein rearrangement
الوصول للمادة أونلاين:https://doi.org/10.3762/bjoc.20.129
الوصف
الملخص: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 QTOF-MS analyses.
تدمد:1860-5397

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