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Updated: Jul 7, 2026

Atom Transfer Radical Polymerization of Functionalized Vinyl Monomers Using Perylene as a Visible Light Photocatalyst
Published on: April 22, 2016
Photoinduced Radical Epoxidation of N-Alkoxyphthalimides with Allylic Peroxides
Zou Chen1, Yu Jia1, Ziyang Li1
1State Key Laboratory of Green Pesticide, Engineering Research Center of Photoenergy Utilization for Pollution Control and Carbon Reduction, International Joint Research Center for Intelligent Biosensing Technology and Health, College of Chemistry, Central China Normal University, Wuhan, Hubei 430079, China.
Abstract:
A visible-light-driven, site-selective C(sp3)-H functionalization reaction was developed, which couples N-alkoxyphthalimides with readily available allylic peroxides to provide diverse epoxy alcohols under mild conditions without external oxidants. The sequence involves photoexcitation to generate oxygen-centered radicals, intramolecular 1,5-HAT to form remote carbon-centered radicals, and a subsequent radical homolytic-substitution cyclization to furnish the epoxide products. This operationally simple, modular protocol tolerates a broad range of functional groups, accepts varied N-alkoxyphthalimides and peroxide partners, and is amenable to scale-up and diversity-oriented synthesis, highlighting its potential for the assembly of complex molecules.
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