1.1: 93 percent / NBS; AIBN / CCl4 / 3 h / Heating 2.1: NaH / tetrahydrofuran / 0.5 h / 20 °C 2.2: 87 percent / tetrabutylammonium iodide / tetrahydrofuran / 5 h / 20 °C 3.1: 89 percent / NaOH / ethanol / 12 h 4.1: 93 percent / 2,6-lutidine / CH2Cl2 / 1 h 5.1: 82 percent / PdCl2(dppf) / dioxane / 3 h / 90 °C 6.1: 95 percent / HCl / tetrahydrofuran / 3 h / Heating 7.1: 100 percent / K2CO3 / propan-2-ol; CH2Cl2 / 5 h / 45 °C 8.1: 87 percent / AlCl3; NaCl / 0.08 h / 150 °C View Scheme

1.1: 93 percent / NBS; AIBN / CCl4 / 3 h / Heating 2.1: NaH / tetrahydrofuran / 0.5 h / 20 °C 2.2: 87 percent / tetrabutylammonium iodide / tetrahydrofuran / 5 h / 20 °C 3.1: 89 percent / NaOH / ethanol / 12 h 4.1: 93 percent / 2,6-lutidine / CH2Cl2 / 1 h 5.1: 82 percent / PdCl2(dppf) / dioxane / 3 h / 90 °C 6.1: 95 percent / HCl / tetrahydrofuran / 3 h / Heating 7.1: 100 percent / K2CO3 / propan-2-ol; CH2Cl2 / 5 h / 45 °C 8.1: 87 percent / AlCl3; NaCl / 0.08 h / 150 °C 9.1: 69 percent View Scheme