The 1st Part: Variously synthetic methods of 3,3 spiro-oxindole derivatives were carried out and comparison of the mechanisms for different pathway was discussed. The 2st Part: An efficient copper-catalyzed intramolecular N-arylation was carried out by involving 2,2-substituted 2-(2-bromoaryl)acetamide to afford various substituted oxindoles with a small amount of Cu2O and benzene-1,2-diamine as catalytic system under aerobic conditions, which provided good to excellent yields with tolerance of wide variety of substrates. The 3st Part: An efficient copper-catalyzed intramolecular N-arylation was carried out by involving 2’-bromo-2-cyanodipheny to afford variously substituted phenanthridinones with a small amount of CuI and Sodium hydroxide at 100 oC, which provided good to excellent yields with tolerance of wide variety of substrates.