Copper-catalyzed aerobic oxidative C-C bond cleavage for C-N bond formation: from ketones to amides.
A novel copper-catalyzed aerobic oxidative C(CO)-C(alkyl) bond cleavage reaction of aryl alkyl ketones for C-N bond formation is described. A series of acetophenone derivatives as well as more challenging aryl ketones with long-chain alkyl substituents could be selectively cleaved and converted into the corresponding amides, which are frequently found in biologically active compounds and pharmaceuticals.
State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Xue Yuan Rd. 38, Beijing 100191 (China).
Conghui
C
Tang
Ning
N
Jiao
D000098:Acetophenones / Q000737:chemistry; D000577:Amides / Q000737:chemistry*; D002244:Carbon / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry*; D015394:Molecular Structure; D009584:Nitrogen / Q000737:chemistry*; D010084:Oxidation-Reduction
D000098:Acetophenones; D000577:Amides; D007659:Ketones; D002244:Carbon; D003300:Copper; D009584:Nitrogen; C038699:acetophenone
amides; cleavage reactions; copper; ketones; oxygen