Visible-light-induced aerobic epoxidation with vitamin B2-based photocatalyst

Duyi Shen; Ting Ren; Zhen Luo; Feiyang Sun; Yun Han; Kaihui Chen; Xuan Zhang; Mengxin Zhou; Peiwei Gong; Mianran Chao

doi:10.1039/D3OB00663H

Visible-light-induced aerobic epoxidation with vitamin B2-based photocatalyst†

Duyi Shen,

*^a Ting Ren,^a Zhen Luo,^a Feiyang Sun,^a Yun Han,^a Kaihui Chen,^a Xuan Zhang,^a Mengxin Zhou,^a Peiwei Gong

^a and Mianran Chao*^a

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* Corresponding authors

^a Key Laboratory of Green Natural Products and Pharmaceutical Intermediates in Universities of Shandong Province, School of Chemistry and Chemical Engineering, Qufu Normal University, Qufu 273165, China
E-mail: shendy@qfnu.edu.cn, chaomr@qfnu.edu.cn

Abstract

Herein we described the catalytic epoxidation of α,β-enone, with peroxide in situ generated, via a predominant single electron transfer and a minor energy transfer pathway. We use inexpensive natural vitamin B2 (riboflavin, RF) or its simple ester (riboflavin tetraacetate, RFT) as the photocatalysts, commonly used 1,8-diazabicyclo[5.4.0]-7-undecene (DBU) as both the electron source and organic base, and ambient air as the terminal oxidant, under visible-light irradiation and room temperature.

Organic & Biomolecular Chemistry

Visible-light-induced aerobic epoxidation with vitamin B2-based photocatalyst†

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Visible-light-induced aerobic epoxidation with vitamin B2-based photocatalyst

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