Iminyl Radical-Mediated Deconstructive Epoxidation of Allylic Peroxides to Epoxynitriles

Herein, we disclose a visible-light-induced, iminyl-radical-triggered deconstructive epoxidation of allylic peroxides that enables facile access to distal cyano-substituted epoxides. The operationally simple and modular strategy allows the transformation of allylic peroxides and cycloketone oxime derivatives into functionalized epoxides with a broad substrate scope and functional-group tolerance.

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Publication Details

Journal
Organic Letters
Published
2026-07-18
DOI
https://doi.org/10.1021/acs.orglett.6c02164
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
0.00

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article

Iminyl Radical-Mediated Deconstructive Epoxidation of Allylic Peroxides to Epoxynitriles

Chao Shu, Siyu Lu, Xiaoyu Liu, Mingqian Zhou et al.
Organic Letters
Radical Photochemical Reactions
article

Iminyl Radical-Mediated Deconstructive Epoxidation of Allylic Peroxides to Epoxynitriles

Chao Shu, Siyu Lu, Xiaoyu Liu, Mingqian Zhou, Yu Jia, Ziyang Li
article en

Abstract

Herein, we disclose a visible-light-induced, iminyl-radical-triggered deconstructive epoxidation of allylic peroxides that enables facile access to distal cyano-substituted epoxides. The operationally simple and modular strategy allows the transformation of allylic peroxides and cycloketone oxime derivatives into functionalized epoxides with a broad substrate scope and functional-group tolerance.

Organic Letters
Central China Normal University (CN), Wuhan Institute of Technology (CN)
National Natural Science Foundation of China, Central China Normal University, Science and Technology Department of Hubei Province
Openalex Percentile: Top 15%
Radical Photochemical Reactions
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