copper(l) iodide; trimethylsilylazide; 2,3-dicyano-5,6-dichloro-p-benzoquinone T=90°C; 12 h; Inert atmosphereMolecular sieveSchlenk technique; Catalytic behavior;

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / Reflux 1.2: Cooling with ice 2.1: formic acid / 0.17 h / 0 °C 2.2: 24 h / 0 - 50 °C 3.1: copper(l) iodide; potassium phosphate / ethylene glycol; isopropyl alcohol / 24 h / 90 °C / Inert atmosphere 4.1: MoVIO2(acetylacetone)2; oxygen / 17 h / 80 °C / 760.05 Torr / Neat (no solvent) View Scheme

1.1: ammonium acetate; acetic acid / 1.5 h / Reflux 2.1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / Reflux 2.2: Cooling with ice 3.1: formic acid / 0.17 h / 0 °C 3.2: 24 h / 0 - 50 °C 4.1: copper(l) iodide; potassium phosphate / ethylene glycol; isopropyl alcohol / 24 h / 90 °C / Inert atmosphere 5.1: MoVIO2(acetylacetone)2; oxygen / 17 h / 80 °C / 760.05 Torr / Neat (no solvent) View Scheme

1.1: formic acid / 0.17 h / 0 °C 1.2: 24 h / 0 - 50 °C 2.1: copper(l) iodide; potassium phosphate / ethylene glycol; isopropyl alcohol / 24 h / 90 °C / Inert atmosphere 3.1: MoVIO2(acetylacetone)2; oxygen / 17 h / 80 °C / 760.05 Torr / Neat (no solvent) View Scheme

1: 2-phenyl-3,4-dihydroisoquinolin-2-ium bromide in N,N-dimethyl-formamide 0.00833333 h; Inert atmosphereUV-irradiation; 2: sodium cyanide in N,N-dimethyl-formamide 1 h; Inert atmosphereDarkness;