683242-93-5

865869-25-6

73183-34-3

683242-93-5

Using 4-(trifluoromethyl)cyclohex-1-allyl trifluoromethanesulfonate (2.24 g, 7.50 mmol, 1.00 eq.) and pinacol bis(boronic acid) ester (2.86 g, 11.26 mmol, 1.50 eq.) as raw materials, under nitrogen protection, Pd(dppf)Cl2 (160 mg, 0.22 mmol, 0.03 eq.), dppf ( 125 mg, 0.23 mmol, 0.03 equiv) and KOAc (2.2 g, 22.42 mmol, 2.99 equiv) were dissolved in dioxane (50 mL). The reaction mixture was stirred at 80 °C for 12 hours. After completion of the reaction, the mixture was concentrated in vacuum. The residue was purified by silica gel column chromatography using ethyl acetate/petroleum ether (1/20) as eluent to afford 4-(trifluoromethyl)-1-cyclohexene-1-boronic acid pinacol ester (1 g, 48% yield) as a white solid.LCMS [M + H]+ 277. 1H NMR (300 MHz, CDCl3) δ 6.53 (s, 1H), 2.37- 1.98 (m, 7H), 1.26 (s, 12H).