1: 74 percent / DBU / 72 h / 75 °C 2: 80 percent / AlCl3 / nitromethane; H2O / 0.5 h / 60 °C 3: 84 percent / TsOH / toluene; various solvent(s) / 11 h / 80 °C 4: n-BuLi / tetrahydrofuran / 1 h / -78 °C 5: HCl / methanol / 2 h / 20 °C 6: 65 percent / I2 / dimethylsulfoxide / 5 h / 110 °C 7: 88 percent / Pd(OAc)2 / triethylamine; acetonitrile / 7.5 h / 50 °C 8: 40 percent / 2,6-di-t-butyl-4-methylphenol; air / toluene / 24 h / 200 °C 9: 74 percent / AlCl3 / toluene / 2 h / 110 °C View Scheme

1: With 3-chloro-benzenecarboperoxoic acid in dichloromethane Baeyer-Villiger reaction; 11 h; Heating; 2: With triethylamine in methanol T=20°C; 2 h;

hydrogenchloride in methanol 0.5 h; Ambient temperature;

1: With N,N,N',N,-tetramethylethylenediamine in diethyl ether; pentane T=-78°C; 1 h; 2: With bromine in diethyl ether; pentane T=-78 - 0°C; 3 h; 3: With hydrogenchloride in methanol; water T=40°C; 5 h; Further stages.;

1.1: 94 percent / K2CO3 / acetone / 9.5 h / 50 °C 2.1: mCPBA / CH2Cl2 / 11 h / Heating 2.2: 81 percent / Et3N / methanol / 2 h / 20 °C View Scheme

1.1: 78 percent / N,N-diisopropylethylamine / CH2Cl2 / 17 h / 0 - 20 °C 2.1: N,N,N',N'-tetramethylethylenediamine / pentane; diethyl ether / 1 h / -78 °C 2.2: bromine / pentane; diethyl ether / 3 h / -78 - 0 °C 2.3: hydrochlorid acid / H2O; methanol / 5 h / 40 °C View Scheme

1: 95 percent / Br2 / methanol / 1 h / 20 °C 2: 97 percent / K2CO3 / dimethylformamide / 24 h / 20 °C 3: 70 percent / 3-chloroperbenzoic acid / CH2Cl2 / 16 h / Heating View Scheme

1: dimethylformamide 2: Raney-Ni, 70percent HCOOH / 4 h / Heating View Scheme

1: 93 percent / anhydrous potassium carbonate / acetone / 12 h / Ambient temperature 2: 1.) 1.5 M methyl lithium / 1.) ethyl ether, 0 deg C, 15 min; 2.) 0 deg C, 30 min View Scheme