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Copper(II)‐Catalyzed [2+2+2] Annulation of Enaminones with Maleimides Using a Traceless Directing Group Strategy

Leiqing Fu, Hongxiang Huang, Yingying Jiang, Xuan Liu, Huimin Chen, Jie‐Ping Wan, Jie‐Ping Wan

2024Advanced Synthesis & Catalysis12 citationsDOI

Abstract

Abstract A copper‐catalyzed annulation of enaminones with maleimides was developed to synthesize various pyrrolo[3,4‐e]isoindoles. In this strategy, 2‐aminopyridine served as a traceless directing group, and target products were obtained in 54–72% yields. Moreover, a plausible mechanism for this reaction was proposed based on several control experiments, deuterium exchange experiments, and previous reports.

Topics & Concepts

ChemistryAnnulationCatalysisGroup (periodic table)CopperCombinatorial chemistryMedicinal chemistryStereochemistryOrganic chemistryCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsSynthesis and Characterization of Pyrroles
Copper(II)‐Catalyzed [2+2+2] Annulation of Enaminones with Maleimides Using a Traceless Directing Group Strategy | Litcius