“One-Pot” Suzuki-Miyaura Reaction with Aryltrifluoroborate Salts from Aromatic Amines

Abstract

Palladium-catalyzed one-pot Suzuki-Miyaura reactions of various aromatic amines with aryltrifluoroborate salts have been achieved in good yields under simple aerobic conditions in water without heating. The reported cross-coupling reac- tions are tolerant to the common functional groups regardless of electron-withdrawing or electron donating, making these transformations as attractive alternatives to the traditional cross-coupling approaches. Theoretical calculation shows that the coordination of tert-butoxide can lower the transition state energy by 50 kJ/mol for the transmetalation step.