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NHPI/O<sub>2</sub>‐Mediated Electrochemical Intermolecular Cyclization/Dehydrogenation for the Construction of Polycyclic Quinazolinones

Lei Liu, Zhenhui Xu, Jie Lin, Zhensheng Zhang, Yongzhen Wu, Pengtao Yang, Yunfei Hang, Dingguo Song, Weihui Zhong, Fei Ling

2023Advanced Synthesis & Catalysis17 citationsDOIOpen Access PDF

Abstract

Abstract Herein, an eco‐friendly and atom‐economical electrochemical methodology with isatins and 1,2,3,4‐tetrahydroisoquinolines through NHPI/O 2 ‐mediated intermolecular oxidation/annulation is disclosed, leading to a variety of polycyclic quinazolinones in 46–82% yields. This oxidative cyclization proceeded in transition metal‐ and strong oxidant‐free conditions and generated H 2 and CO 2 as byproducts. Additionally, late‐stage functionalization and broad substrate scope demonstrated the synthetic usefulness of this protocol.

Topics & Concepts

ChemistryAnnulationDehydrogenationIntermolecular forceCombinatorial chemistryElectrochemistrySubstrate (aquarium)Transition metalOrganic chemistryMoleculeCatalysisElectrodePhysical chemistryGeologyOceanographyQuinazolinone synthesis and applicationsCatalytic C–H Functionalization MethodsElectrocatalysts for Energy Conversion
NHPI/O<sub>2</sub>‐Mediated Electrochemical Intermolecular Cyclization/Dehydrogenation for the Construction of Polycyclic Quinazolinones | Litcius