1: 61 percent / CuI, Et2NH / PdCl2(PPh3)2 / 24 h / Ambient temperature 2: tetrahydrofuran / 3 h / Heating 3: PdCl2(PPh3)2 / tetrahydrofuran / 16 h / Heating 4: 84 percent / hydrogen / Pd(OH)2/C / ethyl acetate / 1 h / Ambient temperature View Scheme

1: 1.) (COCl)2, DMF; 2.) NEt3, DMAP / 1.) CH2Cl2, 0 deg C, 2 h; 2.) CH2Cl2, room temp., 2 h 2: 61 percent / CuI, Et2NH / PdCl2(PPh3)2 / 24 h / Ambient temperature 3: tetrahydrofuran / 3 h / Heating 4: PdCl2(PPh3)2 / tetrahydrofuran / 16 h / Heating 5: 84 percent / hydrogen / Pd(OH)2/C / ethyl acetate / 1 h / Ambient temperature View Scheme

1: 61 percent / CuI, Et2NH / PdCl2(PPh3)2 / 24 h / Ambient temperature 2: tetrahydrofuran / 3 h / Heating 3: PdCl2(PPh3)2 / tetrahydrofuran / 16 h / Heating 4: 84 percent / hydrogen / Pd(OH)2/C / ethyl acetate / 1 h / Ambient temperature View Scheme

1: tetrahydrofuran / 3 h / Heating 2: PdCl2(PPh3)2 / tetrahydrofuran / 16 h / Heating 3: 84 percent / hydrogen / Pd(OH)2/C / ethyl acetate / 1 h / Ambient temperature View Scheme