Ligand-Enabled Pd(II)-Catalyzed Bromination and Iodination of C(sp3)–H Bonds

• DOI: 10.1021/jacs.7b02196
• Publication Date: 2017-04-10T05:10:16Z
• Authors: Ru-Yi Zhu; Tyler G. Saint-Denis; Ying Shao; Jian He; Joshua D. Sieber; Chris H. Senanayake; Jin-Quan Yu
• Keywords: Halogenation; Molecular Structure; Carboxylic Acids; Ligands; Amides; 01 natural sciences; Catalysis; Hydrocarbons, Brominated; 0104 chemical sciences; Quinolines; Amino Acids; Hydrocarbons, Iodinated; Palladium; Hydrogen

We herein report the palladium(II)-catalyzed bromination and iodination of a variety α-hydrogen-containing carboxylic acid amino acid-derived amides. These reactions are exclusively enabled by quinoline-type ligands. The halogenated products obtained in this reaction highly versatile rapidly undergo further diversification. Further, we first example free acid-directed Pd(II)-catalyzed C(sp3)–H bromination, quinoline