Photoredox-Catalyzed Intermolecular Hydroalkylative Dearomatization of Electron-Deficient Indole Derivatives
Xu‐Lun Huang, Yuan‐Zheng Cheng, Xiǎo Zhang, Shu‐Li You
Abstract
Dearomatization of indole derivatives offers a straightforward approach to access diverse indolines. To date, the corresponding dearomative transformations involving electron-deficient indoles are limited. Herein, we report a one-electron strategy for dearomatization of electron-deficient indoles via a photoredox-catalyzed hydroalkylation employing commercially available glycine derivatives as the hydrofunctionalization reagents. Followed by DBU-mediated lactamization, structurally appealing lactam-fused indolines are obtained in good to excellent yields with exclusive selectivity.
Topics & Concepts
ChemistryIndole testReagentIntermolecular forceCombinatorial chemistryCatalysisPhotoredox catalysisGlycineOrganic chemistryMoleculeAmino acidPhotocatalysisBiochemistryRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques