ACETALS OF LACTAMS AND ACID AMIDES. 60. NOVEL APPROACH TO THE SYNTHESIS OF γ-CARBOLINES

Article abstract of DOI:10.1007/BF00476976

N-Alkylation of 2-methyl-5-nitroindole followed by the Vilsmeyer reaction has given some 2-methyl-3-formyl-5-nitro-N-alkylindoles, which on reaction with DMF diethyl acetal afford 2-(β-dimethylamino)vinylindoles.Heating the latter with ammonia provided a novel synthesis of γ-carbolines.Condensation of 1,2-dimethyl-3-formyl-5-nitroindole with dimethylacetamide diethyl acetal gave 2-dimethylamino-6-nitro-9-methylcarbazole.