Abstract

AbstractSome 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.

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