potassium carbonate in acetone T=50°C; 5 h; Yield given;

1.1: 90 percent / silver trifluoroacetate; Br2 / CHCl3 / 1 h / 10 - 15 °C 2.1: 94 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 2 h 3.1: n-BuLi / tetrahydrofuran; pentane / 0.5 h / -100 °C 3.2: tetrahydrofuran; toluene; pentane / 0.75 h / -100 °C 4.1: NaH / dimethylformamide / 0.5 h / -5 °C 4.2: dimethylformamide / 0.25 h / -5 °C 5.1: 76 percent / pyridinium p-toluenesulfonate / methanol / 2 h / 20 °C 6.1: 30 percent / benzene / 48 h / 5 °C / UV-irradiation 7.1: NaBH4 / ethanol / 16 h / 20 °C 8.1: 12.9 mg / aq. H2O2 / tetrahydrofuran; ethanol / 22 h / 20 °C 9.1: NaH / tetrahydrofuran / 0.33 h / 20 °C 9.2: 94 percent / tetrahydrofuran / 20 h / 20 °C 10.1: pyridine; trimethylamine-N-oxide dihydrate; H2O / OsO4; acetone / 2-methyl-propan-2-ol; tetrahydrofuran / 15 h / 20 °C 11.1: 19.2 mg / p-TsOH / 2 h / 20 °C 12.1: tetrabutylammonium fluoride / tetrahydrofuran / 0.83 h / 0 °C 13.1: 7.1 mg / Burgess reagent / benzene / 16 h / Heating 14.1: 3.3 mg / K2CO3; H2O / methanol / 20 °C 15.1: n-BuLi; oxygen / tetrahydrofuran; hexane / 0.25 h / -78 °C 15.2: 45 percent / NH4Cl; H2O; dimethylsulfide / tetrahydrofuran; hexane / 1 h / 20 °C 16.1: 59 percent / H2O / p-toluenesulfonic acid / CHCl3; methanol / 0.5 h / 0 °C View Scheme

1: 180 mg / K2CO3 / acetone / 5 h / 50 °C 2: 1.) Pb(OAc)4 / 1.) benzene, 60 deg C, 7 h, 2.) CHCl3-MeOH, 2 d, r.t. View Scheme

1: 180 mg / K2CO3 / acetone / 5 h / 50 °C 2: 1.) Pb(OAc)4 / 1.) benzene, 60 deg C, 7 h, 2.) CHCl3-MeOH, 2 d, r.t. 3: 26 mg / K2CO3 / acetone View Scheme

1: acetone; potassium carbonate 2: 220 °C 3: aq. NaOH solution; aqueous potassium peroxo disulfate solution / Erwaermen des Reaktionsprodukts in Methanol mit Dimethylsulfat und wss. Kalilauge View Scheme

1: With 3-chloro-benzenecarboperoxoic acid in dichloromethane Rearrangement; 24 h; Heating; 2: With potassium hydroxide in ethanol T=20°C; Hydrolysis; 2 h; Further stages.;

1.1: 84 percent / K2CO3; CuO / dimethylformamide / 8 h / Heating 2.1: aq. m-chloroperbenzoic acid / CH2Cl2 / 24 h / Heating 2.2: 63 percent / KOH / ethanol / 2 h / 20 °C View Scheme

3-chloro-benzenecarboperoxoic acid in methanol; dichloromethane; ethyl acetate

potassium carbonate in dimethyl sulfoxide T=60°C; 5 h;

1: 53 percent / 46 percent HBr / acetic acid / 15 h / 160 °C 2: 41 percent / K2CO3 / dimethylformamide / 40 h / 100 °C 3: 30 percent H2O2, 85 percent HCOOH / 1.) -10 deg C, 16 h, 2.) room temp., 16 h 4: KOH / methanol; H2O / 3 h / Heating View Scheme