1: 99 percent / imidazole / dimethylformamide / 2.5 h / 23 °C 2: 82 percent / Br2, 1,2-bis(diphenylphosphino)ethane / CH2Cl2 / 0.08 h / 0 °C 3: 1) NaN(SiMe3)2 / 1) THF, -10 deg C, 15 min, 2) THF, -10 deg C, 1 h 4: 1) LiN(SiMe3)2 / 1) THF, -78 deg C, 1 h, 2) THF, a) -78 deg C, 1 h, b) -20 deg C, 1 h, c) 0 deg C, 1 h 5: 88 percent / H2, quinoline / BaSO4/Pd / ethyl acetate / 4 h / 23 °C 6: 82 percent / n-Bu4NF / tetrahydrofuran / 14 h / 23 °C View Scheme