tetra(n-butyl)ammonium hydrogensulfate; potassium hydroxide in acetone 2 h; Reflux;

1: tetrahydrofuran; diethyl ether / -78 - 20 °C / |Inert atmosphere 2: triethylamine; N-Trimethylamine hydrochloride / dichloromethane / 1.5 h / 0 °C / |Inert atmosphere 3: potassium hydroxide / dimethyl sulfoxide / 24 h / 20 °C / |Inert atmosphere View Scheme

1: triethylamine; N-Trimethylamine hydrochloride / dichloromethane / 1.5 h / 0 °C / |Inert atmosphere 2: potassium hydroxide / dimethyl sulfoxide / 24 h / 20 °C / |Inert atmosphere View Scheme

1: 2,7-dibromo-9-(heptadecan-9-yl)-9H-carbazole With n-butyllithium in tetrahydrofuran; hexane T=-78°C; 1 h; Inert atmosphere; 2: 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane in tetrahydrofuran; hexane T=-78 - 20°C; Inert atmosphere;

(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate in 1,4-dioxane T=90°C; 8 h; Inert atmosphere;