Cu(II)/Iodine(III) Oxide Dimerization of Heterocyclic Ketene Aminals: Tandem TEMPO Oxidation for the Highly Selective Synthesis of Functionalized 2<i>H</i>-Pyrrolo[1,2-<i>a</i>]imidazol-7(3<i>H</i>)-ones
Kun Li, Rong Huang, Li Chen, Ying Lv, Sheng‐Jiao Yan
Abstract
This study aimed to develop a novel protocol for the synthesis of 2H-pyrrolo[1,2-a]imidazol-7(3H)-ones (PIDOs) from heterocyclic ketene aminals (HKAs) through an unprecedented cascade reaction by refluxing. Consequently, a series of PIDOs was produced through an amazing oxidative dimerization, followed by sequential cleavage of the C–N and C–C bonds in dimeric HKAs. This formation of PIDOs was accompanied by the formation and cleavage of many bonds. This method is suitable for the parallel construction of bicyclic pyrrolidone-like products.
Topics & Concepts
ChemistryKeteneTandemIodineCombinatorial chemistryOxideMedicinal chemistryOrganic chemistryMaterials scienceComposite materialSynthesis of heterocyclic compoundsSynthesis and Reactivity of HeterocyclesSynthesis and Characterization of Pyrroles