1: ortho-fluorobromobenzene With [PdCl2(1,3-bis(diphenylphosphino)propane)] in tetrahydrofuran Suzuki-Miyaura Coupling; 0.0833333 h; Inert atmosphereSchlenk technique; 2: cyclohexyl magnesium bromide With lithium bromide in tetrahydrofuran T=20°C; 24 h; Inert atmosphereSchlenk technique; Reagent/catalyst;

tri-ruthenium(0)dodecacarbonyl; di-tert-butyl peroxide; 1,4-di(diphenylphosphino)-butane T=135°C; P=760.051 Torr; 72 h; Under airDarkness;

1: 3-bromo-1,2-difluorobenzene With [PdCl2(1,3-bis(diphenylphosphino)propane)] in tetrahydrofuran Suzuki-Miyaura Coupling; 0.0833333 h; Inert atmosphereSchlenk technique; 2: cyclohexyl magnesium bromide in tetrahydrofuran T=20°C; 24 h; Inert atmosphereSchlenk technique;

1: 2-bromo-1,4-difluorobenzene With [PdCl2(1,3-bis(diphenylphosphino)propane)] in tetrahydrofuran Suzuki-Miyaura Coupling; 0.0833333 h; Inert atmosphereSchlenk technique; 2: cyclohexyl magnesium bromide in tetrahydrofuran T=20°C; 24 h; Inert atmosphereSchlenk technique;

1: 1-bromo-2,3,5-trifluoro-benzene With [PdCl2(1,3-bis(diphenylphosphino)propane)] in tetrahydrofuran Suzuki-Miyaura Coupling; 0.0833333 h; Inert atmosphereSchlenk technique; 2: cyclohexyl magnesium bromide in tetrahydrofuran T=20°C; 24 h; Inert atmosphereSchlenk technique;

1: toluene / 6 h / 23 °C 2: pyridine / acetonitrile; toluene / 0.02 h / 23 °C 3: 1-(chloromethyl)-4-fluoro-1,4-diazoniabicyclo-[2.2.2]octane bis(tetrafluoroborate) / acetonitrile / 0.02 h / 23 °C View Scheme