boron tribromide in dichloromethane 12 h;

1: 90 percent / H2O / 7 h / Irradiation 2: 95 percent / 2M NaOH / 4 h / 80 °C 3: 92 percent / SOCl2, pyridine / benzene / 1 h / Heating 4: 87 percent / benzene; diethyl ether 5: 69 percent / silver benzoate, (C2H5)3N / 1.) 24 h, 2.) reflux, 0.5 h 6: 96 percent / methanolic NaOH 7: 82 percent / polyphosphoric acid / 0.58 h / 70 °C 8: 1.) Raney Ni, 2.) H2 / 2.) Pd/C / 1.) ethyl acetate, reflux, 15 min, 2.) acetic acid, 70 deg C, 4 h, 50 psi 9: 55 percent / BBr3 / CH2Cl2 / 12 h View Scheme

1: 87 percent / benzene; diethyl ether 2: 69 percent / silver benzoate, (C2H5)3N / 1.) 24 h, 2.) reflux, 0.5 h 3: 96 percent / methanolic NaOH 4: 82 percent / polyphosphoric acid / 0.58 h / 70 °C 5: 1.) Raney Ni, 2.) H2 / 2.) Pd/C / 1.) ethyl acetate, reflux, 15 min, 2.) acetic acid, 70 deg C, 4 h, 50 psi 6: 55 percent / BBr3 / CH2Cl2 / 12 h View Scheme

1: 95 percent / 2M NaOH / 4 h / 80 °C 2: 92 percent / SOCl2, pyridine / benzene / 1 h / Heating 3: 87 percent / benzene; diethyl ether 4: 69 percent / silver benzoate, (C2H5)3N / 1.) 24 h, 2.) reflux, 0.5 h 5: 96 percent / methanolic NaOH 6: 82 percent / polyphosphoric acid / 0.58 h / 70 °C 7: 1.) Raney Ni, 2.) H2 / 2.) Pd/C / 1.) ethyl acetate, reflux, 15 min, 2.) acetic acid, 70 deg C, 4 h, 50 psi 8: 55 percent / BBr3 / CH2Cl2 / 12 h View Scheme

1: 92 percent / SOCl2, pyridine / benzene / 1 h / Heating 2: 87 percent / benzene; diethyl ether 3: 69 percent / silver benzoate, (C2H5)3N / 1.) 24 h, 2.) reflux, 0.5 h 4: 96 percent / methanolic NaOH 5: 82 percent / polyphosphoric acid / 0.58 h / 70 °C 6: 1.) Raney Ni, 2.) H2 / 2.) Pd/C / 1.) ethyl acetate, reflux, 15 min, 2.) acetic acid, 70 deg C, 4 h, 50 psi 7: 55 percent / BBr3 / CH2Cl2 / 12 h View Scheme

1: 1.) Raney Ni, 2.) H2 / 2.) Pd/C / 1.) ethyl acetate, reflux, 15 min, 2.) acetic acid, 70 deg C, 4 h, 50 psi 2: 55 percent / BBr3 / CH2Cl2 / 12 h View Scheme

1: 82 percent / polyphosphoric acid / 0.58 h / 70 °C 2: 1.) Raney Ni, 2.) H2 / 2.) Pd/C / 1.) ethyl acetate, reflux, 15 min, 2.) acetic acid, 70 deg C, 4 h, 50 psi 3: 55 percent / BBr3 / CH2Cl2 / 12 h View Scheme

1: 96 percent / methanolic NaOH 2: 82 percent / polyphosphoric acid / 0.58 h / 70 °C 3: 1.) Raney Ni, 2.) H2 / 2.) Pd/C / 1.) ethyl acetate, reflux, 15 min, 2.) acetic acid, 70 deg C, 4 h, 50 psi 4: 55 percent / BBr3 / CH2Cl2 / 12 h View Scheme

1: 69 percent / silver benzoate, (C2H5)3N / 1.) 24 h, 2.) reflux, 0.5 h 2: 96 percent / methanolic NaOH 3: 82 percent / polyphosphoric acid / 0.58 h / 70 °C 4: 1.) Raney Ni, 2.) H2 / 2.) Pd/C / 1.) ethyl acetate, reflux, 15 min, 2.) acetic acid, 70 deg C, 4 h, 50 psi 5: 55 percent / BBr3 / CH2Cl2 / 12 h View Scheme