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.
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