1: tetrakis(triphenylphosphine) palladium(0); isopropylamine; copper(l) iodide / ethylene glycol dimethyl ether / 3.5 h / 70 °C / |Inert atmosphere 2: hydrogen; palladium 10 on activated carbon / ethyl acetate / 0.75 h / |Inert atmosphere 3: diisobutylaluminium hydride / tetrahydrofuran / 0.25 h / 0 °C 4: dimethyl sulfoxide; sulfur trioxide pyridine complex; triethylamine / dichloromethane / 2 h / 0 °C 5: sodium acetate; hydroxylamine hydrochloride / isopropyl alcohol / 1.5 h / 20 °C 6: Acid orange 52; sodium cyanoborohydride; hydrogenchloride / methanol / 1 h / 20 °C 7: sodium cyanoborohydride / tert-butyl alcohol / 16 h / |Inert atmosphere; |Sealed tube; |Microwave irradiation 8: zinc; trifluoroacetic acid; water / dichloromethane / 20 °C View Scheme