Abstract
A highly efficient aqueous system of PdCl2-catalyzed cross-coupling reaction of arylboronic acid with carboxylic anhydride (Suzuki-type reaction) without the use of phosphine ligands was developed. The reactions went smoothly in acetone/H2O phase to give good yields of aryl ketones in short reaction times (1–3 h) at room temperature in air and were unaffected by the presence of electron-releasing and electron-withdrawing substituents in both the arylboronic acids and carboxylic anhydrides.
ACKNOWLEDGMENTS
I am grateful for the financial support provided by Dezhou University (No. 07RC001).
Notes
a Reaction conditions: BA (benzoic anhydride, 1.0 mmol), PhB(OH)2 (1.2 mmol), Na2CO3 (1.6 mmol), PdCl2 (1.0 mol%), 1.5 h, rt.
b Conversion was determined by GC using pantane-2,4-dione as an internal standard.
c Reaction conducted under a nitrogen atmosphere.
a Reaction conditions: BA (benzoic anhydride, 1.0 mmol), PhB(OH)2 (1.2 mmol), base (1.6 mmol), catalyst (1.0 mol%), H2O/acetone = 3:3 mL, 1.5 h, rt.
b Conversion was determined by GC using pantane-2,4-dione as an internal standard.
a Reaction conditions: benzoic anhydride (1.0 mmol), arylboronic acid (1.2 mmol), Na2CO3 (1.6 mmol), PdCl2 (1.0 mol%), H2O/acetone = 3:3 mL, 1.5 h, rt.
b Isolated yield.
a Reaction conditions: carboxylic anhydride (1.0 mmol), arylboronic acid (1.2 mmol), PdCl2 (1.0 mol%), Na2CO3 (1.6 mmol), H2O/acetone = 3:3 mL, 1.5 h, rt.
b Isolated yield.