Table 3.

Scope of organoboronic acids and alkenes in oxidative Heck arylation

Reaction conditions: Ni(cod)₂ (10 mol%), ligand (20 mol%), CsOPiv (1.5 equiv), alkene (0.2 mmol), arylboronic acid (0.4 mmol), t-AmylOH (1 mL), 70 °C, 48 h. Values correspond to isolated yields. In cases where the E/Z ratio is not specified, only the E-alkene product was observed

^aThe values parentheses represent the isolated yield using Ni(cod)₂ (5 mol%) and ligand (10 mol%)

^bPMe₃ (20 mol%), 120 °C

^ct-AmylOH (1.5 mL)

^dZ/E ratios were determined by ¹H NMR

^eThe Z/E ratio of substrate 1i was 91:9

^fNi(cod)₂ (20 mol%), PnBu₃ (40 mol%), 120 °C, 72 h