Synthesis of 3,3-Disubstituted Oxindoles through Cascade Alkylarylation of <i>N</i>-Arylacrylamides with Carboxylic Acids Enabled by Iron Photocatalysis

Herein, we developed a cascade alkylarylation reaction of <i>N</i>-arylacrylamides with carboxylic acids to construct 3,3-disubstituted oxindole derivatives. The transformation employs inexpensive iron photocatalysis under visible light irradiation. A broad scope of carboxylic acids and <i>N</i>-arylacrylamides could be well tolerated. Additionally, several synthesized oxindole compounds showed the suppression of nitric oxide generation in LPS-induced RAW 264.7 macrophage cells.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-06-16
DOI
https://doi.org/10.1021/acs.joc.5c00970
Citations
3
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
2.81

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article

Synthesis of 3,3-Disubstituted Oxindoles through Cascade Alkylarylation of N-Arylacrylamides with Carboxylic Acids Enabled by Iron Photocatalysis

Shuxin Yang, Wanpeng Lu, Jiaxing Lv, Yi Bi et al.
3 citations
The Journal of Organic Chemistry
Catalytic C–H Functionalization Methods
2.81
article

Synthesis of 3,3-Disubstituted Oxindoles through Cascade Alkylarylation of N-Arylacrylamides with Carboxylic Acids Enabled by Iron Photocatalysis

Shuxin Yang, Wanpeng Lu, Jiaxing Lv, Yi Bi, Xinran Zhang, Xianhe Fang
article en
3 citations

Abstract

Herein, we developed a cascade alkylarylation reaction of <i>N</i>-arylacrylamides with carboxylic acids to construct 3,3-disubstituted oxindole derivatives. The transformation employs inexpensive iron photocatalysis under visible light irradiation. A broad scope of carboxylic acids and <i>N</i>-arylacrylamides could be well tolerated. Additionally, several synthesized oxindole compounds showed the suppression of nitric oxide generation in LPS-induced RAW 264.7 macrophage cells.

The Journal of Organic ChemistryVol. 90(25)
Yantai University (CN), Systèmes avancés de délivrance de principes actifs
Yantai University, National Natural Science Foundation of China, Natural Science Foundation of Shandong Province, Science and Technology Support Plan for Youth Innovation of Colleges and Universities of Shandong Province of China
Clean water and sanitation
Openalex Percentile: Top 10%
Catalytic C–H Functionalization Methods
2.81
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Synthesis of 3,3-Disubstituted Oxindoles through Cascade Alkylarylation of <i>N</i>-Arylacrylamides with Carboxylic Acids Enabled by Iron Photocatalysis — Shuxin Yang, Wanpeng Lu, et al. · The Journal of Organic Chemistry (2025) | TGRS Research Map | TGRS