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Abstract
1. Diphenyl sulfide, thianthrene and phenothiazine undergo desulfurization at 170–180° in the presence of aluminum chloride and a suitable sulfur acceptor (biphenyl or diphenyl ether); here the corresponding sulfur-containing heterocycle (dibenzothiophene or phenoxathiin) is formed. 2. Diaryl sulfides, containing electron-acceptor substituents, are not desulfurized, and under the reaction conditions either remain unchanged or else undergo decomposition by an independent route. 3. It is postulated that the given reaction involves the intermediate formation of a substituted benzolonium ion (Scheme 1), accompanied by the cleavage of benzene and migration of the\(Ar\mathop S\limits^ + \) cation that is formed here.
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Schedule a callMore From: Bulletin of the Academy of Sciences of the USSR Division of Chemical Science
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