1: 3-bromo-pyridine With n-butyllithium; diisopropylamine in tetrahydrofuran; hexane T=-95°C; 2: With zinc(II) chloride in tetrahydrofuran; hexane T=-95 - 20°C; 3: para-iodoanisole With tetrakis(triphenylphosphine) palladium(0) in tetrahydrofuran Heating; Further stages.;

1: tetrahydrofuran / 0.25 h / -20 °C 2: 2) o-chloranil / 1) THF, -20 deg C, 15 min, 2) toluene, reflux, 6 h View Scheme

copper(l) iodide; dimethylsulfide; chloranil 1) THF, -20 deg C, 15 min, 2) toluene, reflux, 6 h; Multistep reaction;

3,4,5,6-tetrachloro-1,2-benzoquinone 1) THF, -20 deg C, 15 min, 2) toluene, reflux, 6 h; Multistep reaction;

palladium diacetate; triethylamine; tris-(o-tolyl)phosphine in acetonitrile T=125°C; 20 h;

zinc in tetrahydrofuran 1 h; Heating;