Journal of Photoscience

Korean Society of Photoscience (한국광과학회)
권호 표지

PHOTOCHEMICAL REACTIONS OF PSEUDOSACCHARIN 3-ALLYL ETHER (PROBENAZOLE) AND ITS ALKYL ETHER

  • Yoon, Ung-Chan (Department of Chemistry, College of Natural Sciences, Pusan National University)
  • Published : 1995.06.01
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Abstract

Photoreactions of pseudosaccharin ethers have been investigated. Pseudosaccharin 3-allyl ether undergoes a facile photoreaction via reaction pathways involving homolysis of bond between pseudosaccharyl oxygen and 3-allyl carbon, and excited nucleophilic substitution of allyloxy group by solvent which are not quenched by oxygen present in the reaction. Product yield demonstrates that the homolysis pathway predominates over the nucleophilic substitution in ca. 7:1 ratio. In contrast, pseudosaccharin alkyl ethers follow different reaction routes to produce two products, solvent-substituted pseudosaccharin alkyl ethers and reduction products, 3-alkoxy-1, 2-benzisothiazoles. The formations of reduction products, 3-alkoxy-1, 2-benzisothiazoles are completely quenched by oxygen.

Keywords

References

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