boron tribromide in dichloromethane T=20°C; 1 h;

1: 1-bromo-4-ethenylbenzene With n-butyllithium in tetrahydrofuran; hexane T=-78°C; 1.5 h; Inert atmosphere; 2: With sulfur in tetrahydrofuran; hexane T=-78 - -10°C; Inert atmosphere; 3: acetic anhydride in tetrahydrofuran; hexane T=-78°C; Inert atmosphere;

1: 1-bromo-4-ethenylbenzene With n-butyllithium in tetrahydrofuran; hexane; Petroleum ether T=-78°C; 0.666667 h; 2: With sulfur in tetrahydrofuran; hexane; Petroleum ether T=-78 - -62°C; 3: acetic anhydride in tetrahydrofuran; hexane; Petroleum ether T=-70°C; 0.05 h; Further stages.;

triphenyl-arsane; 2,6-di-tert-butyl-4-methyl-phenol; bis(dibenzylideneacetone)-palladium(0) in tetrahydrofuran Stille coupling; Heating;

1: 25 percent / PPh3 / trans-bis(triphenylphosphane)platinum(II) chloride / dimethylformamide / 16 h / 120 °C 2: 33 percent / Br2; AcOH / 20 °C View Scheme

1: pyridine; diethyl ether 2: NaBH4; ethanol / Behandeln der jeweils erhaltenen Reaktionsloesung mit wss. NaOH 3: pyridine; diethyl ether 4: pyrex tube / 460 °C View Scheme