copper(l) iodide; caesium carbonate in dimethyl sulfoxide T=110°C; 24 h;

Grubb's 2nd generation catalyst; CuCl2·2H2O; oxygen in 1,2-dichloro-ethane T=60°C; 24 h; Reagent/catalyst;

tungstophosphoric acid supported on silica gel 20 h; Microwave irradiationNeat (no solvent);

sodium tetrahydroborate; sulfuric acid; water in tetrahydrofuran; methanol T=10 - 20°C; 1.5 h; Yield given;

8-Hydroxyquinoline 1-oxide; caesium carbonate; copper(I) bromide in dimethyl sulfoxide T=65°C; Ullmann coupling; 60 h; Inert atmosphere; chemoselective reaction;

RuCl2(tricyclohexylphosphine)2(benzylidene); FeCl3·6H2O; oxygen in dichloromethane T=40°C; Grubbs Olefin Metathesis; 24 h; Reagent/catalyst;

1: sodium carbonate / ethanol; water / 80 °C / Inert atmosphere 2: RuCl2(tricyclohexylphosphine)2(benzylidene) / benzene / 0.5 h / 20 °C / Inert atmosphere 3: tert.-butylhydroperoxide / water; benzene / 0.5 h / 20 °C / Inert atmosphere View Scheme

1: hydrogenchloride; indium / water / 0.17 h / 20 °C 2: water / 1.08 h / 20 °C View Scheme

hydrogen; palladium on activated charcoal

1: 47.6 percent / hydrogen / 10percent Pd/C 2: 89 percent / 0.5 h / 120 °C 3: 65 percent / diphenyl ether / 30 h / Heating 4: 85.4 percent / 10percent sodium hydroxide / H2O / 1 h / Heating 5: 65.1 percent / dimethylformamide / 4 h / 80 °C 6: 30 percent / hydrogen / 5percent Rh/Al2O3 / acetic acid / 7 h / 50 °C / 3040 Torr 7: 70 percent / 10percent sodium hydroxide / H2O / 1 h / Heating View Scheme