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Stereoselective fluorination of methylenecyclopropanes with N-F reagents: A modular entry to γ-fluorohomoallylic sulfonimides and γ-fluorohomoallylic amides
Authors:Weijun Fu  Mei Zhu  Dongsheng Deng  Baoming Ji
Institution:a College of Chemistry and Chemical Engineering, Luoyang Normal University, Luoyang 471022, PR China
b School of Chemistry and Environmental Science, Guizhou University for Nationalities, Guiyang 550025, PR China
Abstract:A convenient and efficient method for fluorination of methylenecyclopropanes is reported. This is exemplified in the stereoselective preparation of N-(E)-3-fluorobut-3-en-1-yl]-benzenesulfonimides by the reaction of methylenecyclopropanes with N-fluorobenzenesulfonimide in good to excellent yields. Moreover, γ-fluorohomoallylic amides are synthesized using Selectfluor in R3CN at 60 °C.
Keywords:Fluorination  Methylenecyclopropanes  N-Fluorobenzenesulfonimide  Selectfluor  Stereoselective
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