Singh BK1,2, Jana R1,2.
J Org Chem. 2016 Feb 5;81(3):831-41. doi: 10.1021/acs.joc.5b02302. Epub 2016 Jan 25.We report here a practical method for the ortho C-H hydroxylation of benzamides with inexpensive copper(II) acetate monohydrate and a pyridine ligand. An intra- and intermolecular ligand combination was explored to achieve regio- and chemoselective hydroxylation. Interestingly, typical regiochemical scrambling associated with the C-H activation was further resolved by introducing a ligand-directed ortho hydroxylation of haloarenes and aryl methyl ethers.