1: 82 percent / bromine / diethyl ether; pyridine; CH2Cl2 / 4 h / 30 °C / Irradiation 2: 75 percent / 1.) sec-BuLi / tetrahydrofuran; cyclohexane / 1.) -78 deg C, 4 min, 2.) -78 deg C to RT, 2 h 3: 78 percent / anhydr. KF / dimethylsulfoxide / 3 h / 150 °C View Scheme

sec.-butyllithium in tetrahydrofuran; cyclohexane 1.) -78 deg C, 4 min, 2.) -78 deg C to RT, 2 h;

1: 78 percent / 1.) sec-BuLi / tetrahydrofuran; cyclohexane / 1.) -78 deg C, 4 min, 2.) -78 deg C to RT, 2 h 2: 80 percent / 3N HCl / methanol / 3 h / Ambient temperature View Scheme

1: 77 percent / 1.) sec-BuLi / tetrahydrofuran; cyclohexane / 1.) -78 deg C, 4 min, 2.) -78 deg C to RT, 2 h 2: 54 percent / 3N HCl / methanol / 3 h / Ambient temperature View Scheme

1: 69 percent / 1.) sec-BuLi / tetrahydrofuran; cyclohexane / 1.) -78 deg C, 4 min, 2.) -78 deg C to RT, 2 h 2: 70 percent / 3N HCl / methanol / 3 h / Ambient temperature View Scheme

1: 78 percent / 1.) sec-BuLi / tetrahydrofuran; cyclohexane / 1.) -78 deg C, 4 min, 2.) -78 deg C to RT, 2 h 2: 61 percent / anhydr. KF / dimethylsulfoxide / 3 h / 150 °C View Scheme

1: 82 percent / bromine / diethyl ether; pyridine; CH2Cl2 / 4 h / 30 °C / Irradiation 2: 85 percent / 3 N HCl / methanol / 3 h / Ambient temperature View Scheme