tetrabutylammomium bromide; oxygen; palladium diacetate in dimethyl sulfoxide T=60°C; P=760.051 Torr; 12 h; Schlenk techniqueMolecular sieveInert atmosphere;

1: monoiodonaphthalene With iodine; magnesium in diethyl ether Grignard reaction; Inert atmosphere; 2: With copper (I) cyanide in tetrahydrofuran; diethyl ether T=0°C; Inert atmosphere; 3: 4-NO2C6H4N3 in tetrahydrofuran; diethyl ether T=0°C; 2.5 h; Inert atmosphere;

1: acetic acid 2: aqueous NaOH-solution View Scheme