Synthesis of substituted and condensed tetrahydrospiro[benzo-2- azepinecyclohexanes] from 1-cyano- and 1-carbamoyl-5-methyl-4,5-dihydro-3H- spiro[benzo-2-azepine-3,1′-cyclohexanes]

Substitution of the nitrile group by hydroxylamine and hydrazine has been effected in 1-cyanodihydrospiro[benzo-2-azepine-3,1′-cyclohexane]. From the 1-cyano and 1-hydrazino derivatives tetrahydrospiro{1,2,3- and 1,2,4-triazolo[5,1-a]benzoazepine-5,1′-cyclohexanes} have been obtained. It was established that 1-carbamoyldihydrospiro[benzo-2-azepine-3,1′- cyclohexanes] are converted under the conditions of the Hoffmann reaction into spiro{diaziridino[3,1-a]benzo-2-azepine-3,1′-cyclohexane{, and is reduced by sodium borohydride to the tetrahydro derivative. ©2005 Springer Science+Business Media, Inc.