title: Pd-catalyzed α-selective C(sp3)-H acetoxylation of amides through an unusual cyclopalladation mechanism.
abstract: We report the first example of Pd-catalyzed site-selective α-C(sp(3))-H oxidation/acetoxylation of amides through an unusual [4,6]-bicyclic metallacycle intermediate with 1-aminoanthraquinone as a new bidentate directing group. In addition to the distinct mechanism and high efficiency, the reaction is highly appealing due to the ample commercial source, low-cost, as well as easy removal and recycling of the auxiliary group.
authors.affiliation: CAS Key Laboratory of Receptor Research, and Synthetic Organic & Medicinal Chemistry Laboratory (SOMCL), Shanghai Institute of Materia Medica (SIMM), Chinese Academy of Sciences, Shanghai 201203, China. aozhang@simm.ac.cn.
authors.forename: Meining
authors.initials: M
authors.lastname: Wang
authors.forename: Yang
authors.initials: Y
authors.lastname: Yang
authors.forename: Zhoulong
authors.initials: Z
authors.lastname: Fan
authors.forename: Zhen
authors.initials: Z
authors.lastname: Cheng
authors.forename: Weiliang
authors.initials: W
authors.lastname: Zhu
authors.forename: Ao
authors.initials: A
authors.lastname: Zhang
mesh_terms: D000577:Amides / Q000737:chemistry*; D000880:Anthraquinones / Q000737:chemistry*; D002384:Catalysis; D006859:Hydrogen / Q000737:chemistry; D010084:Oxidation-Reduction; D010165:Palladium / Q000737:chemistry*
chemical_list: D000577:Amides; D000880:Anthraquinones; D010165:Palladium; D006859:Hydrogen; C049061:1-aminoanthraquinone