Tetrahedron

Oxidative cyclization of N-alkyl-o-methyl-arenesulfonamides to biologically important saccharin derivatives

L Xu, H Shu, Y Liu, S Zhang, ML Trudell

Index: Xu, Liang; Shu, Hong; Liu, Ying; Zhang, Suhong; Trudell, Mark L. Tetrahedron, 2006 , vol. 62, # 33 p. 7902 - 7910

Full Text: HTML

Citation Number: 25

Abstract

Various biologically important saccharin skeletons and their N-alkyl derivatives have been efficiently prepared by chromium (VI) oxide catalyzed H5IO6 oxidation of N-alkyl-o-methyl- arenesulfonamides in acetonitrile. N-tert-Butyl saccharin skeletons were easily prepared by H5IO6–CrO3 oxidation of N-tert-butyl-o-methyl arenesulfonamides in the presence of acetic anhydride. The method that furnished the novel fluoro and trifluoromethyl substituted ...