The cleavage reaction of ethereal and thioethereal bonds with sodium iodide and acyl chloride has been studied. In all the 1, 3-benzodioxoles and-benzoxathioles studied, the opening of the heterocyclic ring with formation of 1, 2-diacetoxybenzene or 2- hydroxythiophenol diacetic ester and gem-diiodoalkanes and iodoalkenes has been observed. The structure of newly prepared compounds has been determined by analytical and spectroscopic data or comparison with authentic samples.
STUDIES ON THE SYNTHESIS OF HETEROCYCLIC COMPOUNDS. XVI. CLEAVAGE OF 1,3-BENZODIOXOLES AND -BENZOXATHIOLES BY SODIUM IODIDE-ACYL CHLORIDE
FADDA, ANNA MARIA;MACCIONI, ANNA MARIA;
1988-01-01
Abstract
The cleavage reaction of ethereal and thioethereal bonds with sodium iodide and acyl chloride has been studied. In all the 1, 3-benzodioxoles and-benzoxathioles studied, the opening of the heterocyclic ring with formation of 1, 2-diacetoxybenzene or 2- hydroxythiophenol diacetic ester and gem-diiodoalkanes and iodoalkenes has been observed. The structure of newly prepared compounds has been determined by analytical and spectroscopic data or comparison with authentic samples.
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