Reaction of 1-acetyl-3-dicyanomethylene-1, 3-dihydro-2H-indol-2-one with some nucleophilic reagents: synthesis of some indol and quinoline derivatives

摘要

1-Acetyl-3-dicyanomethylene-1, 3-dihydro-2H-indol-2-one I reacted with different nucleophilic reagents as active methylene, and amines. Depending on reaction conditions I interacts with active methylene derivatives to give either indol or quinoline derivatives. With o-phenylenediamine, the spiro product VIII is formed through elemination of two molecules of HCN, while with phenyl hydrazine the dicyanomethylene group in I is eleminated and substituted by the nucleophilic residue.