Palladium-catalyzed native α-amino acid derivative-directed arylation/oxidation of benzylic C–H bonds: synthesis of 5-aryl-1,4-benzodiazepin-2-ones

A Pd-catalyzed, native α-amino acid derivative-directed benzylic C-H bond arylation/oxidation with aryl iodides was developed. The natural amino acid auxiliary could serve as a desired building block for formation of 5-aryl-1,4-benzodiazepin-2-ones after removal of the trifluoroacetyl protecting group. The bifunctional reaction probably proceeded through a sequential benzylic arylation/oxidation process.