sodium azide in acetone

1: aq. NaN3 / acetone 2: (i) H2, PtO2, MeOH, (ii) O2 View Scheme

aluminum oxide; bromine 0.0833333 h; Heatingmicrowave irradiation;

N-bromosuccinmide in N,N-dimethyl-formamide T=20°C; 2 h; Inert atmosphere;

1: pyridine; water / Versetzen des Reaktionsgemisches mit Methanol 2: pyridine; chloroform; bromine View Scheme

1: 61 percent / LiN(TMS)2 / tetrahydrofuran / 3 h / -78 - 20 °C 2: 72 percent / s-BuLi / tetrahydrofuran / 2 h / -78 - 20 °C 3: 74 percent / NaOH / 4 h / 20 °C 4: 78 percent / KOH / H2O; ethanol / 2 h / Heating View Scheme

1: bis-triphenylphosphine-palladium(II) chloride; potassium carbonate / 1,4-dioxane / 24 h / 110 °C / Inert atmosphere; Combinatorial reaction / High throughput screening (HTS) 2: boron tribromide / dichloromethane / 12 h / -78 - 20 °C / Inert atmosphere View Scheme