N-bromosuccinmide; dibenzoyl peroxide in tetrachloromethane 3 h; Heating;

2: 87 percent / N-bromosuccinimide / benzoyl peroxide / CCl4 / 3 h / Heating View Scheme

1: 70 percent / cc. HCl, tin powder / toluene / 5 h / Heating 3: 87 percent / N-bromosuccinimide / benzoyl peroxide / CCl4 / 3 h / Heating View Scheme

1: 1.) thiourea; 2.) 6percent NaOH / 1.) aq. ethanol, reflux, 13 h.; 2.) water, reflux, 8 h. 2: 56 percent / cesium carbonate / dimethylformamide / 8 h / Heating 3: 98 percent / CH2Cl2 / 24 h / Ambient temperature 5: 42 percent / iodine / cyclohexane / 2 h / Irradiation 6: 13 percent / n-butyllithium / hexane; tetrahydrofuran / 1 h / -78 °C View Scheme