N-methyl-2-indolinone; tetrapropylammonium perruthennate

1: With 9-borabicyclo[3.3.1]nonane dimer in tetrahydrofuran T=20°C; 4 h; 2: With sodium hydroxide; dihydrogen peroxide in tetrahydrofuran T=20°C; 2 h;

1.1: 65 percent / Cu(OTf)2 / acetonitrile / 0.25 h / 20 °C 2.1: 9-BBN / tetrahydrofuran / 4 h / 20 °C 2.2: 89 percent / aqueous sodium hydroxide; aqueous hydrogen peroxide / tetrahydrofuran / 2 h / 20 °C View Scheme