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Visible light-induced oxidative α-hydroxylation of β-dicarbonyl compounds catalyzed by ethylenediamine–copper(ii)

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We have developed an efficient oxidative α-hydroxylation of β-keto esters with firstly using the structurally simple ethylenediamine–copper(ii) as a catalyst for β-keto esters activation and using visible light as the… Click to show full abstract

We have developed an efficient oxidative α-hydroxylation of β-keto esters with firstly using the structurally simple ethylenediamine–copper(ii) as a catalyst for β-keto esters activation and using visible light as the driving force for generating more active singlet oxygen (1O2) from triplet state oxygen (3O2) in the air, providing a series of α-hydroxy β-keto esters in excellent yields (up to 99%) under extremely low photosensitizer loading (0.01 mol%) and catalyst loading (1 mol%) within a short time. Moreover, the gram-scale synthesis showed the practical utility of this protocol.

Keywords: keto esters; ethylenediamine copper; oxidative hydroxylation; visible light

Journal Title: RSC Advances
Year Published: 2023

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