Visible-Light-Promoted Photoredox Syntheses of α,β-Epoxy Ketones from Styrenes and Benzaldehydes under Alkaline Conditions

Jing Li and David Zhigang Wang*

*Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Shenzhen Graduate School of Peking University, Shenzhen 518055, China, Email: dzwpkusz.edu.cn

J. Li, D. Z. Wang, Org. Lett., 2015, 17, 5260-5263.

DOI: 10.1021/acs.orglett.5b02629

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Abstract

Under the synergistic actions of photocatalyst Ru(bpy)₃Cl₂, tert-butyl hydroperoxide, cesium carbonate, and visible light irradiation, a range of styrenes and benzaldehydes smoothly form α,β-epoxy ketones via visible-light-enabled photocatalytic generation of acyl radicals as key intermediates.

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Key Words

epoxidation, carbonyl compounds, tert-butyl hydroperoxide

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ID: J54-Y2015