Desulfinative Cross-coupling of Aryl Sodium Sulfinate with Aryl Sulfonium Salts

doi:10.6023/cjoc202509013

Chinese Journal of Organic Chemistry

芳基亚磺酸钠与芳基硫鎓盐的脱硫交叉偶联反应

梁新宇^a†, 米春春^a†, 郭福军^a, 谢文斌^*a, 史钦钦^*a, 黄辉^*,a,b

^a中国科学院大学材料科学与光电技术学院北京 101408;
^b天津大学化工学院, 化学工程与低碳技术全国重点实验室天津 300072

收稿日期:2025-09-09 修回日期:2025-11-06
作者简介:^†共同第一作者
基金资助:
国家自然科学基金(NO. 52222309, NO. 52173187, NO. 52303019, NO. 52450063)、北京自然科学基金（Z210017）、中国科学院战略性先导科技专项（XDB 0520103）、中国科学院国际伙伴计划（124GJHZ2023079MI）、中国博士后科学基金（2024T170904）和中央高校基本科研业务费专项资金资助项目.

Desulfinative Cross-coupling of Aryl Sodium Sulfinate with Aryl Sulfonium Salts

Xinyu Liang^a†, Chunchun Mi^a†, Fujun Guo^a, Wenbin Xie^*a, Qinqin Shi^*a, Hui Huang^*,a,b

^aCollege of Materials Science and Opto-Electronic Technology, University of Chinese Academy of Sciences, Beijing, 101408,China;
^bSchool of Chemical Engineering and Technology, State Key Laboratory of Chemical Engineering and Low-Carbon Technology, Tianjin University, Tianjin, 300072, China

Received:2025-09-09 Revised:2025-11-06
Contact: ^*E-mail: huihuang@tju.edu.cn; shiqinqin@ucas.ac.cn; xiewenbin@ucas.ac.cn
About author:^†The authors contributed equally to this work.
Supported by:
NSFC (NO. 52222309, NO. 52173187, NO. 52303019, and NO. 52450063), Beijing Natural Science Foundation (Z210017), The Strategic Priority Research Program of Chinese Academy of Sciences (XDB 0520103), the International Partnership Program of Chinese Academy of Sciences (124GJHZ2023079MI), China Postdoctoral Science Foundation (2024T170904), and Fundamental Research Funds for the Central Universities.

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Abstract

Transition-metal-catalyzed cross-coupling reactions represent a cornerstone strategy for C-C bond formation in organic synthesis. Herein, a Pd-catalyzed cross-coupling of aryl sodium sulfinates and aryl sulfonium salts via the interrupted Pummerer activation was developed. A variety of sodium sulfinates and aryl sulfonium salts were screened to show robustness of this method. Notably, two examples of late-stage functionalization of drugs exemplified the potentials application in drugs.

Key words: transition metal catalysis, desulfinative coupling, C-H activation, post-modification of pharmaceuticals

Cite this article

Xinyu Liang, Chunchun Mi, Fujun Guo, Wenbin Xie, Qinqin Shi, Hui Huang. Desulfinative Cross-coupling of Aryl Sodium Sulfinate with Aryl Sulfonium Salts[J]. Chinese Journal of Organic Chemistry, doi: 10.6023/cjoc202509013.

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芳基亚磺酸钠与芳基硫鎓盐的脱硫交叉偶联反应

Desulfinative Cross-coupling of Aryl Sodium Sulfinate with Aryl Sulfonium Salts

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