Tagged hypervalent iodine reagents: a new purification concept based on ion exchange through SN2 substitution

…, F Gallier, G Dujardin, MS Yusubov, A Kirschning

Index: Kunst, Eike; Gallier, Florian; Dujardin, Gilles; Yusubov, Mekhman S.; Kirschning, Andreas Organic Letters, 2007 , vol. 9, # 25 p. 5199 - 5202

Full Text: HTML

Citation Number: 14

Abstract

The preparation of phenylsulfonate-tagged iodine (III) reagents as well as their use in a novel purification strategy for iodine (III)-promoted reactions is described. The concept is based on ion exchange and is initiated by an azide-promoted SN2-reaction at the alkyl sulfonate followed by trapping of the resulting aryl sulfonate anion with an ion-exchange resin. The concept is successfully proven for Ru-catalyzed oxidations of alcohols, the ...