N,N,N',N'-Tetramethylethylenediamine → 1-(4-Bromophenyl)-2-(2-chlorophenyl)-4-(trifluoromethyl)-1H-imidazole

Participants

Reaction Steps

2-(2-Chloro-phenyl)-4-trifluoromethyl-1H-imidazole (370 mg, 1.5 mmol), 4-bromo-phenylboronic acid (600 mg, 3 mmol), and [Cu(OH).TMEDA]2Cl2 (140 mg, 03 mmol) were mixed with 6 mL dry dichloromethane, and stirred at room temperature under atmosphere of dioxygen for 2 days. The reaction mixture was diluted with dichloromethane and filtered through celite. The filtrate was concentrated under vacuum, and the residue was purified by chromatography on silica gel (Hexane/EtOAc 8/2) to give a solid (151 mg, 25% yield). 1H-NMR (400 MHz, CDCl3): δ 7.02 (d, 2H), 734 (m, 3H), 7.47 (ol, 2H), 7.53 (dd, 1H), 7.56 (dd, 1H).

Provenance & Evidence