Dağalan Ziya, Çelikoğlu Muhammed Hanifi, Çelik Saffet, Koçak Ramazan, Nişancı Bilal
Department of Chemistry, Faculty of Science, Ataturk University, Erzurum, Turkey.
Technology Research and Development Application and Research Center, Trakya University, Edirne, Turkey.
Beilstein J Org Chem. 2024 Jul 1;20:1462-1467. doi: 10.3762/bjoc.20.129. eCollection 2024.
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.
在此，我们报道了双环体系中首例环境友好的系统性氟烷氧基化反应。使用苯并降冰片二烯和手性天然化合物（+）-莰烯作为双环烯烃，Selectfluor作为亲电氟源，水和各种醇类作为亲核源，通过瓦格纳-米尔温重排反应，以优异的产率（高达98%）获得了新的氧氟化产物。通过核磁共振（NMR）和四极杆飞行时间质谱（QTOF-MS）分析确定了双环氧氟化合物和烷氧基氟化合物的结构。
