Condensation of N-(p-nitrobenzyl)-10,10-dimethyl-9,10-dihydro-10-sila-2-azaanthracene bromide and its 9-oxo derivative with acetylenedicarboxylic ester

Carbanions derived from N-(p-nitrobenzyl)-dihydrosilaazaanthracene condense with acetylenedicarboxylic ester to form substituted silanaphthoindolizines and silaazaaceanthrenes. The analogous salt of the 9-oxo derivative gave the oxo substituted silanaphthoindolizine. The compounds obtained were subjected to reduction, hydrolysis, and opening of the sila-ring. PMR spectra were recorded on a Bruker WP-80 (80 MHz) with acetone-d/sub 6/ and CDCl/sub 3/ solvents and TMS internal standard. Mass spectra were obtained on an MX-1303 and IR spectra on a UR-20 spectrophotometer for KBr pellets. UV spectra were taken in ethanol solvent on a Specord UV-vis.