SYNTHESIS OF O-AMINONITRILES OF INDENO[2,1-B]PYRROLE AND INDENO[2,1-C]PYRIDINE

1-Dicyanomethylene-3-indanone (1) reacted with carbon disulfide to giv e the dithiocarboxylic acid derivative (2) which in turn alkylated wit h methyl iodide and ethyl chloroacetate to give 3 and 4. Indeno[2,1-c] pyridines 5a,b were prepared through the reaction of 1 with phenyl (be nzoyl)isothiocyanate. Bromination of 1 with N-bromosuccinimide afforde d 2-bromo derivative 8, which reacted with aniline, methyl thioglycola te, and ethyl glycinate to give indeno[2,1-b]pyrrole and indeno[2,1-b] thiopyrane respectively.