copper(I) oxide; potassium phosphate in dimethyl sulfoxide T=120°C; 24 h; Sealed tube;

4,7-(dipyrrolidin-1-yl)-1,10-phenanthroline; potassium hydroxide; copper(I) bromide in water T=100°C; 21 h; Sealed tubeInert atmosphereGreen chemistry;

hydrogen; palladium on activated charcoal in ethanol Ambient temperature;

dicyclohexyl(2',4',6'-triisopropyl-5-methoxy-3,4,6-trimethyl-[1,1'-biphenyl]-2-yl)phosphine; C50H70NO4PPdS; C50H70NO4PPdS; dicyclohexyl(2',4',6'-triisopropyl-4-methoxy-3,5,6-trimethyl-[1,1'-biphenyl]-2-yl)phosphine; ammonia; sodium t-butanolate in 1,4-dioxane T=80°C; 24 h; Inert atmosphere; Reagent/catalyst;

sodium hydroxide in acetic acid

1: K2CO3 / dimethylsulfoxide 2: H2 / Pd / methanol View Scheme

N,N,N-trimethyl-1-phenylmethanaminium tribromide; calcium carbonate in methanol; dichloromethane T=20°C; 2 h;

1: 52 percent / benzyltrimethylammonium tribromide; CaCO3 / CH2Cl2; methanol / 2 h / 20 °C 2: 70 percent / K2CO3 / Pd(PPh3)4 / benzene; H2O; ethanol / 24 h / Heating View Scheme

1: 52 percent / benzyltrimethylammonium tribromide; CaCO3 / CH2Cl2; methanol / 2 h / 20 °C 2: 88 percent / K2CO3 / Pd(PPh3)4 / benzene; H2O; ethanol / 24 h / Heating View Scheme