1: With n-butyllithium in diethyl ether; hexane T=-75°C; Metallation; 2: With boric acid trimethyl ester in diethyl ether; hexane T=-70 - 10°C; boronation; 3: With hydrogenchloride in diethyl ether; hexane Hydrolysis;

n-butyllithium in diethyl ether; hexane n-BuLi (2.5 M, hexane) was added to ethereal soln. of C6F3BrH2 at -60 °C, keeping at this temp., 1.5 equiv. of cold (-70 °C) B(OMe)3 was added in ether, mixt. was stirred for 1 h at -60 °C, warmed up to 20 °C within 1 h; poured into 5 percent HCl, org. layer was sepd., aq. layer was twice extd. with ether, extracts were combined, dried with MgSO4, evapn., recrystn. from hot toluene, elem. anal.;

in methanol; water 33percent H2O in MeOH, 20 °C, several h; monitored by (19)F NMR;

tetrabutyl-ammonium chloride T=150°C; 0.333333 h; Inert atmosphereSealed tubeSchlenk technique;

in 1,2-dichloro-ethane T=150°C; 5 h; Inert atmosphereSealed tubeSchlenk technique;

tetrabutyl-ammonium chloride T=150°C; 0.333333 h; Inert atmosphereSealed tubeSchlenk technique;

in 1,2-dichloro-ethane T=150°C; 5 h; Inert atmosphereSealed tubeSchlenk technique;

potassium phosphate; 2nd generation X-Phos precatalyst in tetrahydrofuran; water T=20°C; Suzuki-Miyaura cross-coupling; 0.5 h; Inert atmosphere;