Ni-Catalyzed Asymmetric Reductive Addition of Aromatic Iodides to Isatins: A General Access to Chiral 3-Hydroxy-2-Oxindoles

A nickel-catalyzed enantioselective reductive addition of aryl iodides with isatins has been developed, enabled by a newly designed FOXAP-type ligand bearing a distal bulky silyl group. The reaction proceeds under mild conditions with Mn as the reductant, delivering 3-aryl-3-hydroxyoxindoles in high yields and good to excellent enantioselectivities. This protocol exhibits a broad substrate scope and provides a practical and efficient approach for the synthesis of valuable chiral 3-hydroxy-2-oxindoles bearing a quaternary stereocenter.