Energy Transfer-Mediated Carboamination of Alkenes to Access γ-Amino-1,3-dicarbonyl Scaffolds

Abstract A visible light-induced, energy transfer-mediated strategy for the carboamination of alkenes was developed using a rationally designed enyl oxime ester-based bifunctional reagent, enabling the efficient construction of structurally diverse γ-amino-1,3-dicarbonyl compounds. The novel bifunctional reagent can be facilely prepared from readily available feedstock chemicals, and the rationale of this structural design relies on the resonance-driven spin center shift (SCS) to generate the key carbon-centered radical. A wide range of alkenes participated in this transformation smoothly, affording the desired products in moderate to good yields with excellent functional group tolerance and high regioselectivity (>20:1). This work not only provides a new strategy for the efficient construction of γ-amino-1,3-dicarbonyl scaffolds but also demonstrates the potential of innovative bifunctional reagent design in expanding the synthetic utility of energy transfer catalysis.

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Publication Details

Journal
Organic Letters
Published
2026-10-05
DOI
https://doi.org/10.1021/acs.orglett.6c04244
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
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Energy Transfer-Mediated Carboamination of Alkenes to Access γ-Amino-1,3-dicarbonyl Scaffolds

Hua Yang, Kai Chen, Jie Gao, Mei Xiang et al.
Organic Letters
Radical Photochemical Reactions
article

Energy Transfer-Mediated Carboamination of Alkenes to Access γ-Amino-1,3-dicarbonyl Scaffolds

Hua Yang, Kai Chen, Jie Gao, Mei Xiang, Yu Zheng, Cong Huang, Qian Zhang
article en

Abstract

Abstract A visible light-induced, energy transfer-mediated strategy for the carboamination of alkenes was developed using a rationally designed enyl oxime ester-based bifunctional reagent, enabling the efficient construction of structurally diverse γ-amino-1,3-dicarbonyl compounds. The novel bifunctional reagent can be facilely prepared from readily available feedstock chemicals, and the rationale of this structural design relies on the resonance-driven spin center shift (SCS) to generate the key carbon-centered radical. A wide range of alkenes participated in this transformation smoothly, affording the desired products in moderate to good yields with excellent functional group tolerance and high regioselectivity (>20:1). This work not only provides a new strategy for the efficient construction of γ-amino-1,3-dicarbonyl scaffolds but also demonstrates the potential of innovative bifunctional reagent design in expanding the synthetic utility of energy transfer catalysis.

Organic Letters
Central South University (CN)
Openalex Percentile: Top 24%
Radical Photochemical Reactions
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