1.1: t-BuLi / pentane; tetrahydrofuran / 0.17 h / -78 °C 1.2: 54 percent / pentane; tetrahydrofuran / 0.25 h / -78 °C 2.1: 85 percent / Bu4NF / tetrahydrofuran / 0.17 h / 20 °C View Scheme

1: 3-bromo-4-methoxy-1-(triisopropylsilyl)-1H-indole With tert.-butyl lithium in tetrahydrofuran; pentane 0.25 h; Inert atmosphere; 2: 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane in tetrahydrofuran; pentane T=-78°C; 1 h; Inert atmosphere;