Palladium-Catalyzed β-Arylation of Amide via Primary sp3C-H Activation

Article abstract of DOI:10.1021/acs.organomet.8b00325

A β-arylation of primary sp³C-H bonds on simple amides such as pivalamides with aryl iodides/CF₃CO₂Ag has been established successfully at 120 °C in a Pd(OAc)₂ (catalyst)/CF₃CH₂OH (solvent) system. Pivalamides including ^tBuCONH₂, ^tBuCONHR, and ^tBuCONR₂ undergo the arylations smoothly to afford β-aryl pivalamides in moderate to good yields. Various aryl iodides are available bearing either electron-donating or electron-withdrawing substituted groups in the coupling reactions.