triethylamine; Pd(OAc)2*PPh3 in acetonitrile T=80°C; 48 h; Yield given. Yields of byproduct given;

1: 10 percent / diisopropylamine / hexamethylphosphoric acid triamide; tetrahydrofuran / 1.) -78 deg C, 45 min; 2.) rt, 3 h 2: triethylamine / Pd(OAc)2,PPh3 / acetonitrile / 48 h / 80 °C View Scheme

1: 73 percent / n-BuLi, diisopropylamine / hexane; tetrahydrofuran / 1.) -63 deg C, 1.5 h; 2.) rt, 4 h 2: 10 percent / diisopropylamine / hexamethylphosphoric acid triamide; tetrahydrofuran / 1.) -78 deg C, 45 min; 2.) rt, 3 h 3: triethylamine / Pd(OAc)2,PPh3 / acetonitrile / 48 h / 80 °C View Scheme