magnesium in methanol T=0 - 20°C;

1.1: n-BuLi / hexane; tetrahydrofuran / 0.08 h / -78 °C 1.2: triisopropyl borate / tetrahydrofuran; hexane / -78 - 20 °C 1.3: 92 percent / HCl / tetrahydrofuran; hexane; H2O / 0.75 h / 20 °C 2.1: 91 percent / KF / PdCl2(PPh3)2 / tetrahydrofuran; H2O / 5 h / Heating 3.1: methanol / 3 h / 65 °C 3.2: 76 percent / HCl / dioxane / 6 h / Heating 4.1: 93 percent / magnesium / methanol / 0 - 20 °C View Scheme

1.1: 91 percent / KF / PdCl2(PPh3)2 / tetrahydrofuran; H2O / 5 h / Heating 2.1: methanol / 3 h / 65 °C 2.2: 76 percent / HCl / dioxane / 6 h / Heating 3.1: 93 percent / magnesium / methanol / 0 - 20 °C View Scheme

1.1: methanol / 3 h / 65 °C 1.2: 76 percent / HCl / dioxane / 6 h / Heating 2.1: 93 percent / magnesium / methanol / 0 - 20 °C View Scheme