1: 2,7-dibromo-9-octyl-9H-carbazole With n-butyllithium in tetrahydrofuran; hexane T=-78 - 0°C; 2 h; 2: 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane in tetrahydrofuran; hexane T=-78 - 20°C; 12 h;

1.1: 82 percent / K2CO3 / dimethylformamide / 12 h / 80 °C 2.1: n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 - 0 °C 2.2: 67 percent / tetrahydrofuran; hexane / 12 h / -78 - 20 °C View Scheme

1.1: 82 percent / K2CO3 / dimethylformamide / 12 h / 80 °C 2.1: n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 - 0 °C 2.2: 67 percent / tetrahydrofuran; hexane / 12 h / -78 - 20 °C View Scheme