1: (4-bromophenylethynyl)trimethylsilane With n-butyllithium in tetrahydrofuran T=-78°C; 2: dimethylmono-chlorosilane in tetrahydrofuran

1.1: 90 percent / triethylamine; bis(triphenylphosphine)palladium(II) chloride; cuprous iodide / 15 h / 20 °C 2.1: n-BuLi / tetrahydrofuran / -78 °C 2.2: 86 percent / tetrahydrofuran View Scheme

1.1: 90 percent / triethylamine; bis(triphenylphosphine)palladium(II) chloride; cuprous iodide / 15 h / 20 °C 2.1: n-BuLi / tetrahydrofuran / -78 °C 2.2: 86 percent / tetrahydrofuran View Scheme