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Photoredox Iron-Catalyzed Decarboxylative Radical Cyclization for the Synthesis of Oxindoles and Chroman-4-ones

Shaoyang Han, Litao Liu, J.B. Meng, Meichao Li, Qun Cao, Zhenlu Shen

2025The Journal of Organic Chemistry11 citationsDOIOpen Access PDF

Abstract

High Resolution Image Download MS PowerPoint Slide A sustainable, photocatalytic approach for the synthesis of oxindoles and chroman-4-ones was developed using carboxylate salts as radical precursors and FeCl 3 as a catalyst. The reaction proceeds via a decarboxylative radical cyclization mechanism triggered by ligand-to-metal charge transfer under visible light irradiation, operating efficiently at room temperature. This method demonstrates excellent substrate scope, including the use of various alkyl carboxylates, and functional group tolerance and offers a scalable pathway for gram-scale synthesis, highlighting its practical application.

Topics & Concepts

CatalysisChemistryRadical cyclizationCombinatorial chemistryPhotoredox catalysisOrganic chemistryPhotocatalysisRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques
Photoredox Iron-Catalyzed Decarboxylative Radical Cyclization for the Synthesis of Oxindoles and Chroman-4-ones | Litcius