Nucleophile assisting leaving groups: a strategy for aliphatic 18F-fluorination

…, SD Lepore, SY Li, D Mondal, PC Cohn…

Index: Lepore, Salvatore D.; Bhunia, Anjan K.; Mondal, Deboprosad; Cohn, Pamela C.; Lefkowitz, Craig Journal of Organic Chemistry, 2006 , vol. 71, # 8 p. 3285 - 3286

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Citation Number: 20

Abstract

A series of arylsulfonate nucleophile assisting leaving groups (NALGs) were prepared in which the metal chelating unit is attached to the aryl ring via an ether linker. These NALGs exhibited significant rate enhancements in halogenation reactions using metal halides. Studies with a NALG containing a macrocyclic ether unit suggest that rate enhancements of these nucleophilic halogenation reactions are facilitated by stabilization of charge in the ...

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