1: KNH2 / liquid ammonia 2: (i) NaNO2, aq. HCl, (ii) KI View Scheme

(i) NaNO2, aq. HCl, (ii) KI; Multistep reaction;

copper(l) iodide; ascorbic acid powder in ammonia T=25°C; 18 h; liquid NH3;

1.1: copper(l) iodide; 1,10-phenanthroline; caesium carbonate / toluene / 14 h / 110 °C / Inert atmosphere; Sealed tube 2.1: cesium fluoride / N,N-dimethyl-formamide / 1 h / 60 °C / Inert atmosphere 2.2: Inert atmosphere View Scheme