water; triethylamine; triphenylphosphine; [RhCl(η2:η2-cycloocta-1,5-diene)]2 in tetrahydrofuran T=160°C; P=51485.6 Torr; 4 h;

aluminium trichloride; Petroleum ether

H4SiW12O40 in chlorobenzene Friedel-Crafts acylation; Heating;

hydrogenchloride; copper(l) chloride; sodium nitrite in water T=0 - 20°C; 2 h;

bis(1,5-cyclooctadiene)-rhodium(I) tetrafluoroborate; 6-diphenylphosphinomethyl-3-methyl-2-aminopyridine in toluene T=150°C; 1 h; Inert atmosphere;

1: H2 / Pd/C / methanol 2: (COCl)2 / CH2Cl2 3: aluminum trichloride / CH2Cl2 View Scheme

1: piperidine / pyridine 2: H2 / Pd/C / methanol 3: (COCl)2 / CH2Cl2 4: aluminum trichloride / CH2Cl2 View Scheme

1: caesium carbonate; triphenylphosphine; palladium dichloride / tetrahydrofuran; water / 22 h / 85 °C / sealed tube; Inert atmosphere 2: bis(1,5-cyclooctadiene)-rhodium(I) tetrafluoroborate; 6-diphenylphosphinomethyl-3-methyl-2-aminopyridine / toluene / 1 h / 150 °C / Inert atmosphere View Scheme

1: sulfuric acid / 3 h / 60 °C / Inert atmosphere 2: caesium carbonate; triphenylphosphine; palladium dichloride / tetrahydrofuran; water / 22 h / 85 °C / sealed tube; Inert atmosphere 3: bis(1,5-cyclooctadiene)-rhodium(I) tetrafluoroborate; 6-diphenylphosphinomethyl-3-methyl-2-aminopyridine / toluene / 1 h / 150 °C / Inert atmosphere View Scheme

1: N-bromosuccinmide; 2,2'-azo-bisisobutyronitrile / benzene / 16 h / Reflux; Inert atmosphere 2: sulfuric acid / 3 h / 60 °C / Inert atmosphere 3: caesium carbonate; triphenylphosphine; palladium dichloride / tetrahydrofuran; water / 22 h / 85 °C / sealed tube; Inert atmosphere 4: bis(1,5-cyclooctadiene)-rhodium(I) tetrafluoroborate; 6-diphenylphosphinomethyl-3-methyl-2-aminopyridine / toluene / 1 h / 150 °C / Inert atmosphere View Scheme