Benzopyridofulvenes

A group of benzopyridofulvenes was obtained by condensation of 3-methyl-2-azafluorene and 4-azafluorene with anisaldehyde, veratraldehyde, and p-nitrobenzaldehyde. It was established that they are produced in the form of geometrical isomers, which could be isolated in the case of the 9-(o-methoxy) and 9-(m,p-dimethoxy) derivatives of 3-methyl-2-azafluorene. One isomer of the analogous benzylidene derivative and 3-[β-hydroxy-β-(p-nitrophenyl)ethyl]-2-azafluorenone were obtained in the condensation of this azafluorene with p-nitrobenzaldehyde. The dimethoxybenzylidene derivatives of both azafluorenes were reduced to dimethoxybenzyl derivatives. The geometrical isomers of a substituted indenoindolizine were obtained from the mixture of isomers of N-phenacyl-9-(m,p-dimethoxybenzylidene)-4-azafluorene bromide and dimethyl acetylenedicarboxylate. © 1979 Plenum Publishing Corporation.