Ortho‐Benzoxylation of N‐Alkyl Benzamides with Aromatic Acids Catalyzed by Ruthenium(II) Complex

Abstract

A highly regioselective ortho‐benzoxylation of N‐alkyl benzamides with aromatic acids in the presence of [{RuCl2(p‐cymene)}2], AgSbF6, and (NH4)2S2O8 in 1,2‐dichloroethane at 100 °C for 24 h affording ortho‐benzoxylated N‐alkyl benzamides by CH bond activation is described. Further, Ru‐catalyzed alkenylation is done at the ortho CH bond of benzoxylated N‐alkyl benzamides with alkenes in water solvent. Subsequently, the benzoxyl moiety of N‐alkyl benzamides was converted into a hydroxyl group in the presence of base or acid. A possible reaction mechanism was proposed to account for the present coupling reaction.