| Abstract: | Some electrophilic substitution reactions on 1,3-benzoxathiole derivatives are described. Bromination and acylation reactions take place in position 5, i.e., para to the oxygen atom. 1,3-Benzoxathiole nitration yields a mixture of the corresponding sulfoxide and of the 6-nitro derivative when performed with 33% nitric acid, while, using a mixture of 40% nitric acid and acetic acid or acetyl nitrate, the 6-nitroderivative is obtained together with large amounts of gummy products. 2,2-Dimethyl-1,3-benzoxathiole nitration with 33% nitric acid yields disulfide XI, while with 33% nitric acid and acetic acid or with acetyl nitrate a mixture of disulfide XI and XII is obtained. The structure of the products have been determined by spectroscopic methods. |
