hydrogenchloride; sodium hydroxide; triethylamine in methanol; n-heptane; dichloromethane; water

dichloro bis(acetonitrile) palladium(II); copper(l) iodide; diethylamine; triphenylphosphine in N,N-dimethyl-formamide 22 h; Ambient temperature;

1: 1.) n-butyllithium, 2.) tetrakis(triphenylphosphine)palladium(0) / 1.) ether, THF, hexane, 0 deg C, 1.5 h, 2.) ether, hexane, THF, RT, overnight 2: 95 percent / N-iodosuccinimide, acetic acid / CHCl3 / 1 h / Ambient temperature 3: 18 percent / triphenylphosphine, bis(acetonitrile)palladium(II) chloride, copper(I) iodide, diethylamine / dimethylformamide / 22 h / Ambient temperature View Scheme

1: 95 percent / N-iodosuccinimide, acetic acid / CHCl3 / 1 h / Ambient temperature 2: 18 percent / triphenylphosphine, bis(acetonitrile)palladium(II) chloride, copper(I) iodide, diethylamine / dimethylformamide / 22 h / Ambient temperature View Scheme