1: With tetra(n-butyl)ammonium hydroxide in acetonitrile T=25°C; 2: With 1-(chloromethyl)-4-fluoro-1,4-diazoniabicyclo-[2.2.2]octane bis(tetrafluoroborate) in water; acetonitrile

sodium hydroxide in ethanol 3 h; Ambient temperature;

1: 100 percent / KF, perchloryl fluoride / tetrahydrofuran / 1 h / 22 °C 2: NaBH4 / ethanol / 2 h / -20 °C View Scheme

1.1: AgNO2 / water / 1.5 h / 60 °C / Darkness 2.1: potassium hydroxide / water; acetonitrile / 1 h / 0 °C 2.2: 0.17 h / -17 - 10 °C View Scheme