Scheme 3. The scope of aryl iodide electrophiles.^{a a}Reactions were carried out by using (–)-sparteinePdCl₂ (0.03 mmol, 10 mol%), (–)-sparteine (0.06 mmol, 20 mol%), Na₂CO₃ (0.3 mmol, 1.0 equiv.), 1a (0.3 mmol, 1.0 equiv.), phenylboronic acid 2a (0.6 mmol, 2 equiv.), and aryl iodide 3 (3–10 equiv.) in the mixture of DCM/H₂O/CH₃CN (2 mL : 0.4 mL : 0.2 mL) for 24 h at 100 °C under a N₂ atmosphere. ^bA by-product 4af′ with 8% yield was observed in this reaction from the activation of the second C–I bond in the aromatic ring. ^cThe reaction was conducted for 36 h and 4.0 equiv. of aryl iodides were used. ^dThe reaction was conducted for 48 h and 10.0 equivalent of methyl iodide were used.