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Original Articles

Molecular Rearrangements of Sulfur Compounds Thermolysis and Photolysis of Ketoxime Arenesulfonates

Pages 205-211 | Received 26 Apr 1994, Published online: 23 Sep 2006
 

Abstract

Thermolysis of acetophene oxime arenesulfonate in boiling tetralin for 2 hrs affords NH3, SO2, H2O, arene, acetophenone, benzonitrile, 2-methylbenzoxazole, acetanilide, arenesulfonic acid, biaryl, diaryl-sulfide, diarylsulfone, diaryldisulfone, arylammonium sulfonate, ammonium sulfite, phenol and p-cresol. Similar results were obtained on thermolysis of benzophenone oxime arenesulfonates besides benzanilide, benzonitrile, benzophenone, 2-phenylbenzoxazole. Photolysis of these ketoxime arenesulfonates afford acetanilide, benzanilide, acetophenone, phenol, p-cresol, biaryl, diarylsulfones and arenesulfonic acid. A free radical mechanism was suggested to account for the observed results.

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