Chemistry of oxaziridines. 13. Synthesis, reactions, and properties of 3-substituted 1, 2-benzisothiazole 1, 1-dioxide oxides

…, JC Towson, DB Vashi, R ThimmaReddy…

Index: Davis; Towson; Vashi; ThimmaReddy; McCauley Jr.; Harakal; Gosciniak Journal of Organic Chemistry, 1990 , vol. 55, # 4 p. 1254 - 1261

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Citation Number: 60

Abstract

The synthesis, properties, and reactions of 3-substituted 1, 2-benzisothiazole 1, l-dioxide oxides 8, highly stable examples of 3, 3-disubstituted N-sulfonyloxaziridinea 3, are described. These new N-sulfonyloxaziridinea are prepared in high yield by oxidation of the corresponding sulfonimines 7. The bicyclic sulfonimines were prepared by treatment of saccharin (5) or preferably pseudosaccharin ethyl ether 6 with organolithium reagents. ...