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

Abstract

An efficient visible light-induced oxidative α-hydroxylation of β-dicarbonyl compounds has been developed using structurally simple ethylenediamine–copper(ii) as a catalyst.

Photoinduced Generation of Active Intermediates from Unmodified 1,3‐Dicarbonyl Compounds for Organic Transformations

“…In 2023, based on the understanding of the activation properties of bisoxazoline metal complexes, Wang, Chu, Li et al reported a reaction using ethylenediamine-copper(II) as a catalyst and only requiring 0.01 mol % tetraphenyl-porphyrin (TPP) to perform α-hydroxylation of β-ketoesters in THF (Scheme 11). [20] The reaction utilizes oxygen from the air as the oxygen source and can efficiently convert raw materials into the corresponding target products in a short time. The researchers conducted gram-scale experiments, achieving a high yield of 97 % for the α-hydroxylated product, demonstrating the practical potential of the reaction.…”