methanol; potassium carbonate T=25°C; 2.5 h; Inert atmosphere;

(i) PCl5, benzene, (ii) NaNH2, liq. NH3, THF; Multistep reaction;

1: Pd(PPh3)4; PPh3 / CuBr2; LiBr / various solvent(s); tetrahydrofuran / 2 h / 90 °C 2: 88 percent / KOH / various solvent(s) / 0.05 h / 150 °C / 30 Torr View Scheme

potassium carbonate in tetrahydrofuran; methanol T=20°C;

1: (i) Mg, EtOH, toluene, (ii) /BRN= 3275827/, (iii) H2SO4, AcOH 2: (i) PCl5, benzene, (ii) NaNH2, liq. NH3, THF View Scheme

iron(III) sulphate hydrate; acetic acid T=95°C; 24 h; Schlenk technique;

1: copper(l) iodide; triphenylphosphine; N-butylamine; bis(dibenzylideneacetone)-palladium(0) / benzene / 24 h / 20 °C / |Inert atmosphere 2: copper(l) iodide; triphenylphosphine; N-butylamine; bis(dibenzylideneacetone)-palladium(0) / benzene / 24 h / 20 °C / |Inert atmosphere 3: potassium carbonate / diethyl ether; methanol / 2 h / 20 °C / |Inert atmosphere 4: [BrettPhosAu]NTf2; 2,6-dimethylpyridine N-oxide / 1,2-dichloro-ethane / 24 h / 20 - 80 °C / |Molecular sieve View Scheme