bis(dibenzylideneacetone)-palladium(0); di-tert-butyl(2′,4′,6′-triisopropylbiphenyl-2-yl)phosphine in 1,4-dioxane T=100°C; 24 h; Inert atmosphere; Reagent/catalystSolvent;

ammonia in tetrahydrofuran; tert-butyl methyl ether; water T=200°C;

1: benzenesulfonyl chloride; triethylamine / toluene; water / 80 °C 2: di-tert-butyl(2′,4′,6′-triisopropylbiphenyl-2-yl)phosphine; bis(dibenzylideneacetone)-palladium(0) / 1,4-dioxane / 24 h / 100 °C / |Inert atmosphere View Scheme

1: potassium carbonate / N,N-dimethyl-formamide / 80 °C 2: sodium hydroxide; water / 20 - 40 °C 3: benzenesulfonyl chloride; triethylamine / toluene; water / 80 °C 4: di-tert-butyl(2′,4′,6′-triisopropylbiphenyl-2-yl)phosphine; bis(dibenzylideneacetone)-palladium(0) / 1,4-dioxane / 24 h / 100 °C / |Inert atmosphere View Scheme

1: potassium carbonate / N,N-dimethyl-formamide / 80 °C 2: sodium hydroxide; water / 20 - 40 °C 3: benzenesulfonyl chloride; triethylamine / toluene; water / 80 °C 4: di-tert-butyl(2′,4′,6′-triisopropylbiphenyl-2-yl)phosphine; bis(dibenzylideneacetone)-palladium(0) / 1,4-dioxane / 24 h / 100 °C / |Inert atmosphere View Scheme

1: sodium hydroxide; water / 20 - 40 °C 2: benzenesulfonyl chloride; triethylamine / toluene; water / 80 °C 3: di-tert-butyl(2′,4′,6′-triisopropylbiphenyl-2-yl)phosphine; bis(dibenzylideneacetone)-palladium(0) / 1,4-dioxane / 24 h / 100 °C / |Inert atmosphere View Scheme

AlCl3, aluminium chloride in dichloromethane T=0 - 10°C; 20 h;

1.1: anhydrous iron chloride / dichloromethane / 5 - 45 °C 1.2: 1 h / 40 - 45 °C 2.1: sodium iodide / butanone / 16 h View Scheme

1: anhydrous iron chloride / dichloromethane / 4.33 h / 0 - 20 °C 2: copper(l) iodide / N,N-dimethyl-formamide / 25 h / 90 - 100 °C View Scheme