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Visible-light-mediated deoxygenative transformation of 1,2-dicarbonyl compounds through energy transfer process

Yun-Xuan Luo, Jie Huang, Guojiao Wu, Xiang‐Ying Tang, Jinping Qu

2024Nature Communications21 citationsDOIOpen Access PDF

Abstract

Through the energy transfer process, mild transformations can be achieved that are often difficult to realize under thermodynamic conditions. Herein, a visible-light-driven deoxygenative coupling of 1,2-dicarbonyl compounds for C–O, C–S, and C–N bonds construction is developed via triplet state 1,2-dicarbonyls, affording a wide range of α-functionalized ketones/esters under transition-metal and external photocatalyst free conditions. The usefulness of this method is demonstrated by gram-scale synthesis, late-stage functionalization of various carboxylic acid drugs, and the synthesis of natural products and drug molecules. Visible-light photochemistry, which includes energy transfer processes, can enable transformations that are difficult or prohibited from thermal pathways. Here, the authors develop a deoxygenative coupling of 1,2-dicarbonyl compounds with a variety of nucleophiles via energy transfer.

Topics & Concepts

Process (computing)Transformation (genetics)Energy transferVisible spectrumChemistryPhotochemistryMaterials scienceComputer scienceBiochemistryOptoelectronicsChemical physicsOperating systemGeneRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsOxidative Organic Chemistry Reactions
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