Photocatalytic Synthesis of Isoquinolinediones via the Cascade Reaction of <i>N</i>-Alkyl-<i>N</i>-methylacrylamides with Diazo Compounds

Carbon radicals generated from acceptor diazo compounds prefer to add to electron-rich olefins and heteroarenes due to their containing electron-withdrawing groups. Herein, a cascade reaction of acceptor diazo compounds with electron-deficient olefins is developed. In the presence of visible light and Ru catalyst, diazo compounds generate carbon radicals via proton-coupled electron transfer process, followed by addition with various <i>N</i>-alkyl-<i>N</i>-methylacrylamides and subsequent cyclization to give a series of acyl-substituted isoquinolinediones.

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Publication Details

Journal
Organic Letters
Published
2025-03-25
DOI
https://doi.org/10.1021/acs.orglett.5c00787
Citations
3
Primary Topic
Cyclopropane Reaction Mechanisms
Type
article
Field-Weighted Citation Impact
2.81
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article

Photocatalytic Synthesis of Isoquinolinediones via the Cascade Reaction of N-Alkyl-N-methylacrylamides with Diazo Compounds

Dongping Cheng, Xin Li, Yaqian Liu, Kai Xu et al.
3 citations
Organic Letters
Cyclopropane Reaction Mechanisms
2.81
article

Photocatalytic Synthesis of Isoquinolinediones via the Cascade Reaction of N-Alkyl-N-methylacrylamides with Diazo Compounds

Dongping Cheng, Xin Li, Yaqian Liu, Kai Xu, Xiaoliang Xu, Heran Yang, Yuan Tian, Chenyue Zhao
article en
3 citations

Abstract

Carbon radicals generated from acceptor diazo compounds prefer to add to electron-rich olefins and heteroarenes due to their containing electron-withdrawing groups. Herein, a cascade reaction of acceptor diazo compounds with electron-deficient olefins is developed. In the presence of visible light and Ru catalyst, diazo compounds generate carbon radicals via proton-coupled electron transfer process, followed by addition with various <i>N</i>-alkyl-<i>N</i>-methylacrylamides and subsequent cyclization to give a series of acyl-substituted isoquinolinediones.

Organic LettersVol. 27(13)
Pharmaceutical Biotechnology (Czechia) (CZ), Zhejiang University of Technology (CN)
Clean water and sanitation
Openalex Percentile: Top 11%
Cyclopropane Reaction Mechanisms
2.81
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Photocatalytic Synthesis of Isoquinolinediones via the Cascade Reaction of <i>N</i>-Alkyl-<i>N</i>-methylacrylamides with Diazo Compounds — Dongping Cheng, Xin Li, et al. · Organic Letters (2025) | TGRS Research Map | TGRS