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;

1.1: potassium carbonate / acetone / 6 h / Inert atmosphere; Reflux 2.1: n-butyllithium / tetrahydrofuran / -79 - -10 °C / Inert atmosphere 2.2: -78 °C / Inert atmosphere 3.1: tert.-butyl lithium / tetrahydrofuran; pentane / 0.25 h / Inert atmosphere 3.2: 1 h / -78 °C / Inert atmosphere View Scheme

1.1: n-butyllithium / tetrahydrofuran / -79 - -10 °C / Inert atmosphere 1.2: -78 °C / Inert atmosphere 2.1: tert.-butyl lithium / tetrahydrofuran; pentane / 0.25 h / Inert atmosphere 2.2: 1 h / -78 °C / Inert atmosphere View Scheme