Concise Report
Controllable Construction of Vinyl Sulfones and β-Keto Selenosulfones via Selective Oxidative Sulfonylation of Alkenes
Xiang Liu,
Yuan Zhang,
Yi Zheng,
Changfeng Huang,
Hua Cao,
Corresponding Author
Xiang Liu
School of Chemistry and Chemical Engineering, Guangdong Pharmaceutical University, Zhongshan, Guangdong, 528458 China
*E-mail: [email protected], [email protected]Search for more papers by this authorYuan Zhang
School of Chemistry and Chemical Engineering, Guangdong Pharmaceutical University, Zhongshan, Guangdong, 528458 China
Search for more papers by this authorYi Zheng
School of Chemistry and Chemical Engineering, Guangdong Pharmaceutical University, Zhongshan, Guangdong, 528458 China
Search for more papers by this authorChangfeng Huang
School of Chemistry and Chemical Engineering, Guangdong Pharmaceutical University, Zhongshan, Guangdong, 528458 China
Search for more papers by this authorCorresponding Author
Hua Cao
School of Chemistry and Chemical Engineering, Guangdong Pharmaceutical University, Zhongshan, Guangdong, 528458 China
*E-mail: [email protected], [email protected]Search for more papers by this authorXiang Liu,
Yuan Zhang,
Yi Zheng,
Changfeng Huang,
Hua Cao,
Corresponding Author
Xiang Liu
School of Chemistry and Chemical Engineering, Guangdong Pharmaceutical University, Zhongshan, Guangdong, 528458 China
*E-mail: [email protected], [email protected]Search for more papers by this authorYuan Zhang
School of Chemistry and Chemical Engineering, Guangdong Pharmaceutical University, Zhongshan, Guangdong, 528458 China
Search for more papers by this authorYi Zheng
School of Chemistry and Chemical Engineering, Guangdong Pharmaceutical University, Zhongshan, Guangdong, 528458 China
Search for more papers by this authorChangfeng Huang
School of Chemistry and Chemical Engineering, Guangdong Pharmaceutical University, Zhongshan, Guangdong, 528458 China
Search for more papers by this authorCorresponding Author
Hua Cao
School of Chemistry and Chemical Engineering, Guangdong Pharmaceutical University, Zhongshan, Guangdong, 528458 China
*E-mail: [email protected], [email protected]Search for more papers by this authorComprehensive Summary
The selective oxidative sulfonylation of alkenes with selenium sulfonate depended on the reaction conditions. The electrochemical C—H sulfonylation proceeded smoothly to afford (E)-vinyl sulfones with good selectivity in an undivided cell without external oxidant. While aerobic trifunctionalization of alkenes occurred in the presence of KI in the air, which provides β-keto selenosulfones via the formation of C—O, C—S, and C—Se bonds in one-pot. Following control experiments, a plausible mechanism is proposed to rationalize the experimental results.
Supporting Information
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| cjoc202400026-sup-0001-supinfo.pdfPDF document, 9.3 MB |
Appendix S1: Supporting Information |
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