2,3,5-Trifluorophenylboronic Acid → 4-iodo-1-(2,3,5-trifluorophenyl)-1H-imidazole

Participants

Reaction Steps

Following a procedure similar to that outlined in Synthesis 2008, 795-799: A mixture of 2,3,5-trifluorophenylboronic acid (0.302 g, 1.72 mmol), 4-iodo-1H-imidazole (0.498 g, 2.57 mmol), 2 mL of methanol, and Cu2O (0.049 g, 0.34 mmol) was stirred under air for 21 h, then filtered through Celite and concentrated to an oily white solid. Column chromatography (0->33% EtOAc/hexanes) afforded 0.150 g (27%) of 4-iodo-1-(2,3,5-trifluorophenyl)-1H-imidazole as a white solid. MS: (M+H)+=325.

Provenance & Evidence