3-chloro-benzenecarboperoxoic acid in dichloromethane T=25°C; 16 h;

1.1: O3 / methanol / 2.5 h / -78 °C 1.2: 93 percent / Zn / acetic acid; H2O 2.1: 89 percent / LDA / tetrahydrofuran / 1.5 h / -78 °C 3.1: 98 percent / 3-chloroperbenzoic acid / CH2Cl2 / 16 h / 25 °C View Scheme

1: 89 percent / LDA / tetrahydrofuran / 1.5 h / -78 °C 2: 98 percent / 3-chloroperbenzoic acid / CH2Cl2 / 16 h / 25 °C View Scheme

1: 1.) BuLi, ZnCl2 / 2.) Tetrakis(triphenylphosphin)palladium / 1.) THF, -60 deg C, 30 min, 2.) -30 deg C, 2: HgO, H2SO4 / H2O; tetrahydrofuran / 6 h / 40 °C View Scheme