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

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.

SUBMITTER: He Y

PROVIDER: S-EPMC9996412 | biostudies-literature | 2023 Mar

REPOSITORIES: biostudies-literature

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

He Yujie Y Yin Hao H Wang Yifeng Y Chu Mingming M Li Yiming Y

RSC advances 20230309 12

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% ...[more]

PMID: 36909753

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