Arylnitrene cyclisations by way of 6-membered spiro intermediates. The formation of carbazoles, acridines, and acridones from aryl 2-azidobenzoates
Abstract
Aryl 2-azidobenzoates undergo vapour-phase pyrolysis to give carbazoles in moderate yield: alternatively, 4-methylacridan and acridone are formed from 2,6-dimethylphenyl and salicyl 2-azidobenzoates respectively, all the products being derived from 6-membered spirobenz[1,3]oxazinone intermediates.