Tetrahedron Letters

Hg cathode-free electrochemical detosylation of N, N-disubstituted p-toluenesulfonamides: mild, efficient, and selective removal of N-tosyl group

H Senboku, K Nakahara, T Fukuhara, S Hara

Index: Senboku, Hisanori; Nakahara, Kazuo; Fukuhara, Tsuyoshi; Hara, Shoji Tetrahedron Letters, 2010 , vol. 51, # 2 p. 435 - 438

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Citation Number: 25

Abstract

Hg cathode-free electrochemical detosylation of N, N-disubstituted p-toluenesulfonamides was successfully carried out by a constant current electrolysis using an undivided cell equipped with a platinum cathode and a magnesium anode in the presence of an arene mediator. The deprotection proceeded efficiently and selectively under neutral and mild conditions with a stoichiometric amount of electricity without the use of an Hg cathode to ...