Copper-Catalyzed Synthesis of 3-Aryl-9<i>H</i>-imidazo[1,5-<i>a</i>]indol-9-ones Using Oxygen as the Sole Oxidant
Yu‐Feng Chen, Ruitong Yang, Fuhong Xiao, Tianci Xu, Guojiang Mao, Guo‐Jun Deng
Abstract
]indol-9-one preparation from indole-2-carboxaldehydes, aromatic aldehydes, and ammonium acetate under copper catalysis conditions. In this process, a new five-membered ring was formed and the C3 position in the indole substrate was selectively oxidized into a ketone skeleton using oxygen as the sole oxidant and ammonium acetate as the nitrogen source. Furthermore, same products also could be achieved from indole-2-carboxaldehydes and benzyl amines under similar reaction conditions.
Topics & Concepts
ChemistryIndole testCatalysisAmmonium acetateKetoneArylRing (chemistry)Substrate (aquarium)CopperAmmoniumOxygenOrganic chemistryMedicinal chemistryCombinatorial chemistryGeologyHigh-performance liquid chromatographyAlkylOceanographyCatalytic C–H Functionalization MethodsOxidative Organic Chemistry ReactionsSynthesis and Biological Evaluation