1-(chloromethyl)-4-fluoro-1,4-diazoniabicyclo-[2.2.2]octane bis(tetrafluoroborate) in dichloromethane; acetonitrile T=20°C; 24 h;

copper(l) iodide in tetrahydrofuran T=-50 - -40°C; other perfluoroalkanoic anhydrides;

1.1: N,N,N',N',N'',N''-hexamethylphosphoric triamide; lithium diisopropyl amide / tetrahydrofuran / -78 - 20 °C / Inert atmosphere 1.2: 4 h / 20 °C 2.1: 1-(chloromethyl)-4-fluoro-1,4-diazoniabicyclo-[2.2.2]octane bis(tetrafluoroborate) / dichloromethane; acetonitrile / 24 h / 20 °C View Scheme

in diethyl ether T=-78°C; 0.25 h;

hydrogenchloride in acetonitrile