Abstract
Various new methods for the synthesis of 4-substituted indoles were developed. These involved a) three step synthesis of N-methyl-1, 3, 4, 5-tetrahydropyrrolo [4, 3, 2-de] isoquinolines, b) one step synthesis of 4-methylaminomethylindole, c) one pot sythesis of 4-hydroxymethylindole, d) the synthesis via 4-indolediazonium salts.
Short step synthesis of ergot alkaloids, (±) -6, 7-secoagroclavine, was also achieved by 5 routes, utilizing such novel reactions as a) selective mono-alkylation of nitroalkanes with gramines, b) γ-alkylation of allyl alcohol with nitroalkanes, and c) reductive alkylation of nitroalkanes with Grignard reagents.
