New procedure for nucleophilic sulfonation of aromatic nitro compounds: Destructive oxidation of S-arylthioglycolic acids esters

MD Dutov, OV Serushkina, SA Shevelev

Index: Dutov; Serushkina; Shevelev Russian Journal of Organic Chemistry, 2007 , vol. 43, # 8 p. 1167 - 1169

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Citation Number: 2

Abstract

Abstract A new reaction was discovered: oxidative destruction of sulfides of ArSCH 2 CO 2 Me type to sulfonic acids ArSO 3 H effected by 70% HNO 3. This reaction was used to introduce an SO 3 H group instead of aromatic nitro group activated only by meta- substituents: At treating with HSCH 2 CO 2 Me+ K 2 CO 3 the NO 2 group was substituted to form ArSCH 2 CO 2 Me with subsequent transformation into ArSO 3 H. p- ...