Fig. 2

Scope of phenyl alkyl ether substrates. Unless otherwise noted, the reaction conditions were as follows: 1 (0.3 mmol), Pd(OAc)₂ (0.03 mmol), 1,4-BQ (0.06 mmol), Ag₂CO₃ (0.6 mmol), Acridine (0.06 mmol), KH₂PO₄ (0.3 mmol), NaOAc (0.45 mmol), and ^tAmylOH (2.0 mL), 140 °C, 24 h. Then the solvent was removed, and MeI (1.5 mmol), K₂CO₃ (0.6 mmol), and DMF (3.0 mL) were added at 50 °C for 12 h. ^a15 mol% Pd(OAc)₂; ^b20 mol% Pd(OAc)₂; ^c4-Nitrobenzyl bromide (1.5 mmol) instead of MeI; ^dSelectivity was determined by crude ¹H NMR spectroscopy