T=20°C; 6 h; Heating / reflux;

1.1: tert-butyllithium / pentane; tetrahydrofuran / 3 h / -50 °C 1.2: 77 percent / I2 / pentane; tetrahydrofuran / -50 - 25 °C 2.1: 75 percent / bis(triphenylphosphane)palladium dichloride; copper(I) iodide; Et3N / 5 h / 50 °C 3.1: 64 percent / potassium tert-butoxide / 2-methyl-propan-2-ol / 5 h / Heating View Scheme

1: 81 percent / t-BuLi / tetrahydrofuran / 2 h / -40 °C 2: 87 percent / 3N HCl / tetrahydrofuran / Heating View Scheme

1: 1a) t-BuLi / 1a) THF, pentane, -65 deg C, 90 min, 1b) -> -15 deg C, 30 min, 2) -45 deg C -> -15 deg C, 15 min 2: 1) s-BuLi / 1) THF, cyclohexane, -40 deg C, 5 min, 2) -40 deg C, 1 min 3: 10percent HCl / ethanol / 0.25 h / Heating View Scheme

1.1: t-BuLi / 3 h / -78 - -50 °C 1.2: 71 percent / -78 - 20 °C 2.1: 55 percent / HCl / dioxane / 3 h / 60 °C View Scheme

1: (2-fluoro-phenyl)-carbamic acid tert-butyl ester With tert.-butyl lithium in tetrahydrofuran; pentane T=-78°C; 0.5 h; 2: N,N-dimethyl-formamide in tetrahydrofuran; pentane T=-78 - 20°C;