Rhodium-Catalyzed C-H Bond Insertion Reaction of Diazothiooxindoles with Indoles

doi:10.6023/cjoc202604022

Chinese Journal of Organic Chemistry Previous Articles Next Articles

铑催化的硫代重氮氧化吲哚与吲哚的碳-氢键插入反应

崔效源^a,*, 闫宇慧^a, 宋毅彤^a, 石艺^a, 李雪^a, 牛慧^a, 计从斌^b,*

^a晋中学院化学化工系,山西晋中 030619;
^b上饶师范学院化学与环境科学学院,江西上饶 334001

收稿日期:2026-04-15 修回日期:2026-05-21
基金资助:
晋中学院博士专项基金、大学生创新训练计划（No.20251419）资助项目.

Rhodium-Catalyzed C-H Bond Insertion Reaction of Diazothiooxindoles with Indoles

Cui, Xiao-Yuan^a,*, Yan, Yu-Hui^a, Song Yi-Tong^a, Shi Yi^a, Li Xue^a, Ji, Cong-Bin^b,*

^aDepartment of Chemistry & Chemical Engineering, Jinzhong University, Jinzhong 030619;
^bSchool of Chemistry and Environmental Sciences, Shangrao Normal College, Shangrao 334001

Received:2026-04-15 Revised:2026-05-21
Contact: ^*E-mail: 19121715136@163.com; jcbpxh521@163.com
Supported by:
jinzhong University Research Funds for Doctor and Undergraduate Innovation Training Program（No.20251419）.

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Abstract

Thiooxindole is a very important heterocyclic skeleton, which is widely found in natural products and pharmaceutical molecules. In this paper, thiooxindole derivatives were synthesized using diazothiooxindoles and indoles as raw materials under catalysis of rhodium acetate. After optimum reaction conditions were discussed, we found that C3-H bond insertion of indoles were main products with good regioselectivity. The structure of product was confirmed by ¹H NMR, ¹³C NMR, and HRMS. At the same time, activities of products were also tested, including NIH-3T3, B16-F10, 4T1 and HCT116. The results showed that the product exhibited a certain degree of antitumor activity. This reaction system has been proved simple to operate and atom-economic.

Key words: C-H bond insertion, rhodium acetate, thiooxindole

Cite this article

Cui, Xiao-Yuan, Yan, Yu-Hui, Song Yi-Tong, Shi Yi, Li Xue, Ji, Cong-Bin. Rhodium-Catalyzed C-H Bond Insertion Reaction of Diazothiooxindoles with Indoles[J]. Chinese Journal of Organic Chemistry, doi: 10.6023/cjoc202604022.

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铑催化的硫代重氮氧化吲哚与吲哚的碳-氢键插入反应

Rhodium-Catalyzed C-H Bond Insertion Reaction of Diazothiooxindoles with Indoles

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