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Radical-Mediated Decarboxylative C–C and C–S Couplings of Carboxylic Acids via Iron Photocatalysis

Lijing Li, Wei Yi, Yulian Zhao, Yang Gao, Xiao‐Qiang Hu

2024Organic Letters45 citationsDOI

Abstract

Despite the significant success of decarboxylative radical reactions, the catalytic systems vary considerably upon different radical acceptors, requiring renewed case-by-case reaction optimization. Herein, we developed an iron catalytic condition that enables the highly efficient decarboxylation of various carboxylic acids for a range of radical transformations. This operationally simple protocol was amenable to a wide array of radical acceptors, delivering structurally diverse oxime ethers, alkenylation, alkynylation, thiolation, and amidation products in useful to excellent yields (>40 examples, up to 95% yield).

Topics & Concepts

DecarboxylationChemistryCatalysisYield (engineering)PhotocatalysisOximeCombinatorial chemistryOrganic chemistryMaterials scienceMetallurgySulfur-Based Synthesis TechniquesCatalytic C–H Functionalization MethodsRadical Photochemical Reactions
Radical-Mediated Decarboxylative C–C and C–S Couplings of Carboxylic Acids via Iron Photocatalysis | Litcius