potassium carbonate; sodium iodide in acetonitrile 21 h; Heating;

1: 1.) diisopropylamine, n-butyllithium / 1.) THF, hexane, -60 deg C, 1 h, 2.) THF, from -60 deg C to RT, overnight 2: 55 percent / K2CO3, NaI / acetonitrile / 21 h / Heating View Scheme

1: 1.) diisopropylamine, n-butyllithium / 1.) THF, hexane, -60 deg C, 1 h, 2.) THF, from -60 deg C to RT, overnight 2: 55 percent / K2CO3, NaI / acetonitrile / 21 h / Heating View Scheme

1: 96 percent / SOCl2 / various solvent(s) / 2 h 2: 55 percent / K2CO3, NaI / acetonitrile / 21 h / Heating View Scheme