1: BF3*Et2O / CH2Cl2 / 2.5 h / 160 °C 2: 69 percent / DDQ / benzene / 24 h / Heating 3: 81 percent / aq. NaOH / ethanol / 1 h / 20 °C 4: 95 percent / K2CO3 / acetone / 3 h / 60 °C 5: 73 percent / glacial acetic acid / Pd(OAc)2 / 12 h / 160 °C View Scheme

1: BF3*Et2O / CH2Cl2 / 2.5 h / 160 °C 2: 69 percent / DDQ / benzene / 24 h / Heating 3: 97 percent / H2 / Pd/C / ethyl acetate / 6 h / 20 °C / 1551.44 Torr 4: 85 percent / aq. NaOH / ethanol / 2 h / 60 °C 5: 93 percent / K2CO3 / acetone / 3 h / Heating View Scheme

1: BF3*Et2O / CH2Cl2 / 2.5 h / 160 °C 2: 69 percent / DDQ / benzene / 24 h / Heating 3: 81 percent / aq. NaOH / ethanol / 1 h / 20 °C 4: 95 percent / K2CO3 / acetone / 3 h / 60 °C 5: 73 percent / glacial acetic acid / Pd(OAc)2 / 12 h / 160 °C 6: zinc amalgam / ethanol / Heating View Scheme