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Copper-Catalyzed Oxidative Dearomatized Oxyalkylation of Indoles with Alcohols: Synthesis of 3-Alkoxy-2-Oxindoles

Dengyang Zhao, Yingjie Pan, Shengkun Guo, Xiaoyun Chen, Hong Hou, Ying Han, Chao‐Guo Yan, Yaocheng Shi, Shaoqun Zhu

2022The Journal of Organic Chemistry11 citationsDOI

Abstract

Described herein is a copper-catalyzed efficient oxidative dearomatized functionalization of indoles by using alcohols as the nucleophiles. Various 3-alkoxy-2-oxindoles were accessible with good isolated yields. The synthetic potential applications are demonstrated by the large-scale reaction, as well as the derivatization of the desired 3-alkoxy substituted-2-oxindole products.

Topics & Concepts

ChemistryAlkoxy groupOxindoleNucleophileDerivatizationCatalysisOrganic chemistryOxidative phosphorylationAlcoholCopperCombinatorial chemistryAlkylBiochemistryHigh-performance liquid chromatographyCatalytic C–H Functionalization MethodsOxidative Organic Chemistry ReactionsAlkaloids: synthesis and pharmacology
Copper-Catalyzed Oxidative Dearomatized Oxyalkylation of Indoles with Alcohols: Synthesis of 3-Alkoxy-2-Oxindoles | Litcius