Synthesis and Reactions of 1-Acetyl-2-benzylidene-3-oxo-2,3-dihydroindoles

Abstract

1-Acetyl-3-oxo-2,3-dihydroindoles were reacted with substituted benzaldehydes affording 1-acetyl-2-arylmethylene-3-oxo-2,3-dihydroindoles which were selectively reduced by hydrogen; then a Horner-Emmons reaction gave the precursors of 2-substituted tryptamines. Nitromethane was added to 1-acetyl-2-arylmethylene-3-oxo-2,3-dihydroindoles giving Michael addition products.