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Regioselective Hydrodeoxygenation of α-Diketones with Phosphites under Visible-Light Catalysis

Hui Yang, Yan Li, Wenhui Zhang, Jiayan Song, Jingyu Hu, Mengya Wang, Han Yao, Xu Xia, Na Li, Yanbo Yang, Rongrong Yu, Shuxia Xie, Cuiying Ye, Guo Wei

2023Organic Letters10 citationsDOI

Abstract

Novel regioselective hydrodeoxygenation of α-diketones with phosphites as the deoxygenation reagent was realized via visible-light photoredox catalysis. Broad substrate scope and high functional group compatibility were obtained. Unsymmetric α-diketones were selectively reduced at the carbonyls of higher electrophilicity. This unique regioselectivity compared with available methods makes it a practical complementary approach for the monohydrodeoxygenation of α-diketones.

Topics & Concepts

RegioselectivityChemistryDeoxygenationHydrodeoxygenationReagentCatalysisElectrophileVisible spectrumOrganic chemistryCombinatorial chemistryPhotochemistrySelectivityOptoelectronicsPhysicsOxidative Organic Chemistry ReactionsRadical Photochemical ReactionsSulfur-Based Synthesis Techniques
Regioselective Hydrodeoxygenation of α-Diketones with Phosphites under Visible-Light Catalysis | Litcius