1: copper(l) iodide; diisopropylamine; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride / toluene / 48 h / 20 °C 2: potassium carbonate / toluene; methanol / 20 °C View Scheme

1: With n-butyllithium; LiDMAE in hexane T=0°C; Metallation; 1 h; 2: With iodine in tetrahydrofuran; hexane T=-78°C; Substitution; 1 h; Further stages.;

1: With n-butyllithium; diisopropylamine in diethyl ether T=-78°C; 0.416667 h; 2: With iodine in diethyl ether T=-78 - 20°C; 3: With water in diethyl ether regioselective reaction;