(i) CuO, benzene, (ii) H2O; Multistep reaction;

oxygen; copper dichloride; palladium dichloride

Copper(I)chloride in diethyl ether

dihydrogen peroxide; 1,1'-carbonyldiimidazole 1) tetrahydrofuran, 1.5 h, room temperature, 2) 3h, room temperature; Yield given. Multistep reaction;

thionyl chloride in N,N-dimethyl-formamide; benzene 2.5 h; Heating;

1: 96.1 percent / aq. NaHCO3, I2, KI / 1 h / Ambient temperature 2: 79.1 percent / potassium carbonate / 1.5 h / Ambient temperature 3: 20.4 percent / LiN(SiMe3)2 / tetrahydrofuran; hexane / 4 h / -30 °C 4: 1.) sodium hydride / 1.) THF, RT, 20 min, 2.) THF, reflux, 5h 5: 100 percent / 30percent aq. hydrogen peroxide / methanol / 120 h / Ambient temperature 6: 44.5 percent / trifluoroacetic anhydride, 2,6-lutidine / acetonitrile / 4 h / -25 °C 7: 91 percent / iodine / 15 h / Ambient temperature 8: 32.3 percent / 10percent aq. hydrochloric acid / tetrahydrofuran / 55 h / Ambient temperature 9: 1.) 2,6-lutidine, trifluoroacetic anhydride; 2.) potassium carbonate / 1.) acetonitrile, -30 deg C, 2h; 2.) acetonitrile, RT, 1 h 10: 76.7 percent / iodine / 24 h / Ambient temperature View Scheme

dibenzoyl peroxide