tetrakis(triphenylphosphine) palladium(0) in tetrahydrofuran T=60°C;

potassium iodide in acetic acid

1: O2 / 20 °C 2: KI / acetic acid View Scheme

1: POCl3, Py 2: O2 / 20 °C 3: KI / acetic acid View Scheme

N,N,N',N',N'',N''-hexamethylphosphoric triamide; tetrakis(triphenylphosphine) palladium(0); n-butyllithium; zinc(II) chloride 1.) THF, hexane, -78 deg C, 1.5 h; -78 deg C to 0 deg C; 0 deg C, 3 h, 2.) 65 deg C, 33 h; Yield givenMultistep reaction;