1: triethylamine; diphenyl phosphoryl azide / toluene / 24 h / |Reflux 2: hydrogenchloride / ethyl acetate; water / 1 h / 100 °C View Scheme

1: triethylamine; diphenyl phosphoryl azide / toluene / 24 h / |Reflux 2: hydrogenchloride / ethyl acetate; water / 1 h / 100 °C 3: potassium carbonate / acetonitrile / 17 h / 20 °C / |Reflux 4: 4,4,5,5-tetramethyl-[1,3,2]dioxaborolane; tri-cyclo-hexyl-phosphine; bis(1,5-cyclooctadiene)nickel (0) / toluene / 20 h / 80 °C / |Inert atmosphere View Scheme

diisobutylaluminium hydride in tetrahydrofuran T=0 - 20°C; 18 h;

sodium dichromate T=250°C;

9,10-anthracenedicarbonitrile; oxygen in acetonitrile Irradiation;

sodium hydroxide in ethanol

palladium on activated charcoal anschliessende Hydrolyse;

1: DIBAL / tetrahydrofuran / 18 h / 0 - 20 °C 2: ZnCl2, SOCl2 / dioxane / 0.67 h View Scheme

thionyl chloride