Diazabicycloalkanes with bridgehead nitrogen atoms. 28. Stevens rearrangement of benzodiazabicycloalkenes

Abstract

Stevens rearrangement of the benzyl bromides of benzo[b]-1,4-diazabicyclo[2.2.2]octene and benzo[f]-1,5-diazabicyclo[3.2.2]-nonene occurs with expansion of the diazabicyclic fragments to form a mixture of stereoisomers. Both the ethylene and the trimethylene bridges participate in the rearrangement of the nonene.