Synthesis of heterocyclic compounds. Part XXII. Routes to naphthimidazoles and imidazoquinolines

Abstract

Various N-o-azidonaphthyl and -azidoquinolylheterocycles decomposed thermally in nitrobenzene and in some cases photolytically in benzene to give the title compounds. Similar cyclisations were effected by the action of triethyl phosphite on the corresponding nitro-compounds. Finally, oxidative ring-closure of some o-acylamidoanalogues of the above naphthalenes and quinolines with performic acid is described. Yields of the various cyclisation methods reported in this and previous papers are compared.