Electrochemical synthesis of 2-Indolinone through tetrabutylammonium carboxylate and N-arylacrylamides

doi:10.6023/cjoc202604001

Chinese Journal of Organic Chemistry

ARTICLE

四丁基羧酸铵与N-芳基丙烯酰胺的2-吲哚酮电化学合成

顾雄^a, 王凯民^a, 袁藤瑞^*,a, 苟铨^*,b, 樊保敏^*,a

^a云南民族大学化学与环境学院云南省手性功能物质研究与利用重点实验室（筹）, 昆明 650504;
^b长江师范学院化学化工学院, 重庆 408100

收稿日期:2026-06-25 修回日期:2026-08-04
基金资助:
云南省教育厅科学研究基金项目基金(No. 2025Y0675), 国家自然科学基金(No.22361025)和重庆市自然科学基金(No. CSTB2023NSCQ-MSX0213）资助项目.

Electrochemical synthesis of 2-Indolinone through tetrabutylammonium carboxylate and N-arylacrylamides

Gu, Xiong^a, Wang, Kaimin^a, Yuan, Tengrui^*,a, Gou, Quan^*,b, Fan, Baomin^*,a

^aSchool of Chemistry and Environment, Yunnan Key Laboratory of Chiral Functional Substance Research and Application, Yunnan Minzu University, Kunming 650504, China;
^bSchool of Chemistry and chemical engineering, Yangtze Normal University, Chongqing 408100, China

Received:2026-06-25 Revised:2026-08-04
Contact: ^*E-mail:tengrui_yuan@163.com; gouq@outlook.com; FanBM@ynni.edu.cn
Supported by:
Yunnan Provincial Department of Education Science Research Fund Project (No. 2025Y0675), National Natural Science Foundation of China (No.22361025) and Natural Science Foundation of Chongqing (No. CSTB2023NSCQ-MSX0213).

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Abstract

An efficient electrochemical synthesis of 2-Indolinone is reported in this paper. This method uses N-arylacrylamides as the starting material, employing commercially available tetrabutylammonium carboxylate as the alkylating agent and electrolyte, which generates the alkyl radical through anodic oxidative decarboxylation, and then affords a series of 2-Indolinone derivatives via radical cyclization. Compared with traditional approaches, this approach has the advantages of simple operation, mild reaction conditions and wide range of substrates, environmentally friendly, no extra oxidants or catalysts.

Key words: Electrochemistry, N-arylacrylamides, Tetrabutylammonium carboxylate, Alkylation, 2-Indolinone

Cite this article

Gu, Xiong, Wang, Kaimin, Yuan, Tengrui, Gou, Quan, Fan, Baomin. Electrochemical synthesis of 2-Indolinone through tetrabutylammonium carboxylate and N-arylacrylamides[J]. Chinese Journal of Organic Chemistry, doi: 10.6023/cjoc202604001.

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四丁基羧酸铵与N-芳基丙烯酰胺的2-吲哚酮电化学合成

Electrochemical synthesis of 2-Indolinone through tetrabutylammonium carboxylate and N-arylacrylamides

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