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Thermolysis of benzoin benzene- p -sulfonylhydrazone I in nitrogen atmosphere at 200 °C leads to the formation of numerous products among which the following were identified: ammonia, benzoic acid, benzophenone, benzil, aniline, diphenyl acetylene, deoxybenzoin, N -benzylbenzamide, diphenyldisulfide, diphenylthiosulfone, S -phenylthiobenzoate, benzenesulfonamide, 2-phenylindole, 2,3,4,5-tetraphenylfuran, 2,4,5-triphenylimidazole, and 2,4,5-triphenyloxazole. Similarly, thermolysis of I in the presence of isoquinoline as a radical trap under the same conditions gave 1-phenylisoquioline in addition to the previously mentioned products. Analogous results were also obtained for thermolysis of benzoin toluene- p -sulfonylhydrazone II . The formation of such products which implies the homolysis of different bonds in the benzoin derivatives followed by reaction of the so formed radicals. |
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