1: 84 percent / benzene / 15 h / 60 °C 2: 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 3: 88 percent / H2, quinoline / BaSO4/Pd / ethyl acetate / 4 h / 23 °C 4: 82 percent / n-Bu4NF / tetrahydrofuran / 14 h / 23 °C View Scheme

1: 85 percent / CH2Cl2 / 20 °C 2: 1.) NaN(TMS)2 / 1.) THF, 0 deg C to 25 deg C View Scheme