hydrogen bromide; oxygen; copper(ll) bromide in 1,4-dioxane; water T=20°C; 20 h; Sealed tube;

2-(N,N-dimethylamino)-pyridine; palladium (II) trifluoroacetate; oxygen; toluene-4-sulfonic acid in dimethyl sulfoxide T=80°C; P=760.051 Torr; 24 h;

1: phenol With potassium hydroxide in toluene T=50°C; 0.166667 h; 2: With carbon dioxide T=190°C; P=19001.3 Torr; 2 h; Inert atmosphereAutoclave; 3: 1-chloro-4-iodobenzene With PEPPSI-IPr catalyst; acetic acid; silver carbonate T=130°C; P=19001.3 Torr; 16 h; Inert atmosphereAutoclave; Reagent/catalyst; regioselective reaction;

LiOH*H2O; palladium diacetate; 2-dicyclohexylphosphino-1,1'-biphenyl in tetrahydrofuran; water T=20°C; Suzuki-Miyaura coupling; 2 h;

1: [Pd(CH3CN)4](BF4)2; 6,6'-dimethyl-2,2'-bipyridine; anthraquinone-2-sulfonic acid sodium salt; oxygen / 1-methyl-pyrrolidin-2-one / 4 h / 50 °C / 760.05 Torr 2: dimethyl sulfoxide; 1-methyl-pyrrolidin-2-one / 32 h / 80 °C View Scheme

1: methanol. KOH 2: quinoline / 240 °C View Scheme