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Flash vacuum pyrolysis of azo and nitrosophenols: new routes towards hydroxyarylnitrenes and their reactions
Authors:Yehia A Ibrahim  Nouria A Al-AwadiKamini Kual
Institution:Department of Chemistry, Faculty of Science, Kuwait University, P.O. Box 5969, Safat 13060, Kuwait
Abstract:Flash vacuum pyrolysis of phenylazonaphthols and nitrosonaphthols at 700°C and 0.02 Torr yielded quinoline, isoquinoline, indene and naphthols (and aniline only from the phenylazo derivatives). Similar FVP of p-nitroso and p-phenylazophenol gave pyridine. Also, FVP of phenanthraquinonemonophenylhydrazone and monooxime gave phenathridine and fluorenone. The formation of the heterocyclic system was assumed to involve nitrene and azatropone intermediates.
Keywords:phenylazophenol  nitrosophenol  phenylazonaphthols  nitrosonaphthols  phenanthraquinonemonophenylhydrazone  phenanthraquinonemonooxime  pyridine  quinoline  isoquinoline  indene  aniline  naphthols  phenanthridine  fluorenone
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