1.1: ethanol / 14 h / 25 °C / Inert atmosphere 2.1: water; N,N-dimethyl-formamide / 4 h / 70 °C / Inert atmosphere 3.1: water; potassium hydroxide / methanol / 2 h / 100 °C / Inert atmosphere 3.2: 0 °C / pH 1 / Inert atmosphere 4.1: hydrogenchloride; thionyl chloride; benzotriazol-1-ol / 4 h / 0 - 25 °C / Inert atmosphere 5.1: iodine; silver trifluoromethanesulfonate / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere 6.1: 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; caesium carbonate; copper(l) chloride / N,N-dimethyl-formamide / 2 h / 80 °C / Inert atmosphere View Scheme

1.1: ethanol / 14 h / 25 °C / Inert atmosphere 2.1: water; N,N-dimethyl-formamide / 4 h / 70 °C / Inert atmosphere 3.1: water; potassium hydroxide / methanol / 2 h / 100 °C / Inert atmosphere 3.2: 0 °C / pH 1 / Inert atmosphere 4.1: hydrogenchloride; thionyl chloride; benzotriazol-1-ol / 4 h / 0 - 25 °C / Inert atmosphere View Scheme

1: 68 percent / NaOH / 18 h / Heating 2: 99 percent / 85percent hydrazine hydrate, Raney nickel / ethanol / 2 h / Heating View Scheme