N-bromosuccinmide in tetrachloromethane T=18°C; 0.416667 h; Irradiation;

1.1: diisopropylamine; n-butyllithium / diethyl ether; hexane / 0.75 h / -78 °C 1.2: diethyl ether; hexane / 2 h 1.3: 61 percent / HF / acetonitrile / 4 h 2.1: 77 percent / pyridine / 1 h / 80 °C 3.1: 54 percent / N-methylimidazole / methanol / Irradiation View Scheme

1.1: diisopropylamine; n-butyllithium / diethyl ether; hexane / 0.75 h / -78 °C 1.2: diethyl ether; hexane / 2 h 1.3: 52 percent / HF / acetonitrile / 4 h 2.1: 99 percent / pyridine / 16 h / 20 °C 3.1: 27 percent / N-methylimidazole / methanol / Irradiation View Scheme