1: 85 percent / Br2, Fe / CCl4 / 1 h / Ambient temperature 2: 78 percent / CH3ONa, CuI / dimethylformamide / 30 h / Heating 3: 1.) BBr3, 2.) SiO2 / 1.) CH2Cl2, r.t., 3 h, 2.) MeOH, CHCl3 View Scheme

1: 85 percent / Br2, Fe / CCl4 / 1 h / Ambient temperature 2: 78 percent / CH3ONa, CuI / dimethylformamide / 30 h / Heating View Scheme

bromine; iron in tetrachloromethane 1 h; Ambient temperature;