Mild, efficient cleavage of arenesulfonamides by magnesium reduction

B Nyasse, L Grehn, U Ragnarsson

Index: Nyasse, Barthelemy; Grehn, Leif; Ragnarsson, Ulf Chemical Communications, 1997 , # 11 p. 1017 - 1018

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Citation Number: 68

Abstract

For a long time, aromatic sulfonic acids have been used in the derivatization of amines and the protection of amino functions1 and the resultant, generally crystalline sulfonamides are very resistant to nucleophilic attack. In addition, sulfonamides derived from primary amines can be readily deprotonated and the anions can serve as nucleophiles in reactions with alkylating reagents.2 For the cleavage of the prototype N-tosyl group, reagents like sodium in liquid ...