Electrochemical Sulfonylation of Alkynes with Sulfonyl Hydrazides: A Metal- and Oxidant-Free Protocol for the Synthesis of Alkynyl Sulfones

被引:52
|
作者
Mo, Zu-Yu [1 ]
Zhang, Yu-Zhen [1 ]
Huang, Guo-Bao [2 ]
Wang, Xin-Yu [1 ]
Pan, Ying-Ming [1 ]
Tang, Hai-Tao [1 ,2 ]
机构
[1] Guangxi Normal Univ, Sch Chem & Pharmaceut Sci, State Key Lab Chem & Mol Engn Med Resources, Guilin 541004, Peoples R China
[2] Yulin Normal Univ, Key Lab Agr Resources Chem & Biotechnol, Coll Chem & Food Sci, Yulin 537000, Peoples R China
基金
中国国家自然科学基金;
关键词
Electrochemical synthesis; Cross-coupling reaction; Terminal alkyne; Sulfonylhydrazine; Alkynyl sulfones; CROSS-COUPLING REACTION; TERMINAL ALKYNES; ACETYLENIC SULFONES; BONDS; ALKOXYSULFONYLATION; DIFUNCTIONALIZATION; DIARYLSULFONES; INHIBITORS; REAGENTS; STRATEGY;
D O I
10.1002/adsc.201901607
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Herein, an electrochemical oxidative cross-coupling reaction between terminal alkynes and sulfonylhydrazides has been developed. Tetrabutylammonium iodide is used as the electrolyte and redox medium. The significant advantages of this method are high atom efficiency, functional group tolerance, and transition metal- and oxidant-free conditions. Most of the compounds exhibit good inhibitory activity on tumor cell lines, and one of the compounds can inhibit cell migration and induce apoptosis in HeLa cells.
引用
收藏
页码:2160 / 2167
页数:8
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