A facile synthesis of 1,2-benzisothiazolin-3-ones from thiosalicylates

Article abstract of DOI:10.3987/COM-99-8706

Synthesis of 1,2-benzisothiazolin-3-ones by cyclization of 2- sulfenamoylbenzoates, which were prepared from amination of thiosalicylates by hydroxylamine-O-sulfonic acid, was examined. Although treatment of methyl 2-sulfenamoylbenzoate on heating gave unexpected 2-(2- methoxycarbonylphenylthio)-1,2-benzisothiazolin-3-one, the treatment with base at room temperature afforded 1,2-benzisothiazolin-3-one in a good yield.