Catalytic Difunctionalization of Alkenes under Visible Light Irradiation: Synthesis of Iminofuranones

Comprehensive Summary Here, we show a cost‐effective and environmentally friendly method for synthesizing iminofuranones using visible light and the photocatalyst 2‐bromoanthraquinone. Our approach uses only oxygen as the oxidant, avoiding the need for additional transition metals and strong oxidizing agents. By employing a mixed solvent system of DMF and CHCl 3 under ambient conditions, we have achieved highly diastereoselective conversions of various 2‐vinyl benzamides and alkenyl amides into functionalized iminoisobenzofuranones and iminofuranones. This versatile process is broadly applicable and enables late‐stage structural modifications of complex substrates with bioactive moieties.

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Publication Details

Journal
Chinese Journal of Chemistry
Published
2024-12-31
DOI
https://doi.org/10.1002/cjoc.202401116
Citations
2
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
0.50

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article

Catalytic Difunctionalization of Alkenes under Visible Light Irradiation: Synthesis of Iminofuranones

Mingqiang Huang, Guangxian Chen, Feiming Li, Fei Yan et al.
2 citations
Chinese Journal of Chemistry
Radical Photochemical Reactions
0.50
article

Catalytic Difunctionalization of Alkenes under Visible Light Irradiation: Synthesis of Iminofuranones

Mingqiang Huang, Guangxian Chen, Feiming Li, Fei Yan, Zhixiong Cai, Lina Cai, Shunyou Cai, Lele Zhang, Boyu Liu
article en
2 citations

Abstract

Comprehensive Summary Here, we show a cost‐effective and environmentally friendly method for synthesizing iminofuranones using visible light and the photocatalyst 2‐bromoanthraquinone. Our approach uses only oxygen as the oxidant, avoiding the need for additional transition metals and strong oxidizing agents. By employing a mixed solvent system of DMF and CHCl 3 under ambient conditions, we have achieved highly diastereoselective conversions of various 2‐vinyl benzamides and alkenyl amides into functionalized iminoisobenzofuranones and iminofuranones. This versatile process is broadly applicable and enables late‐stage structural modifications of complex substrates with bioactive moieties.

Chinese Journal of ChemistryVol. 43(7)
BGI Group (China) (CN), Shenzhen University (CN), Peking University (CN), Minnan Normal University (CN)
National Natural Science Foundation of China, Natural Science Foundation of Fujian Province
Life in Land
Openalex Percentile: Top 37%
Radical Photochemical Reactions
0.50
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Catalytic Difunctionalization of Alkenes under Visible Light Irradiation: Synthesis of Iminofuranones — Mingqiang Huang, Guangxian Chen, et al. · Chinese Journal of Chemistry (2024) | TGRS Research Map | TGRS