Concise Report
Electrochemical Synthesis of Sulfonyl Fluorides with Triethylamine Hydrofluoride
Lei Zhang,
Xu Cheng,
Qi-Lin Zhou,
Lei Zhang
State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin, 300071 China
Search for more papers by this authorCorresponding Author
Xu Cheng
Institute of Chemistry and Biomedical Sciences, Jiangsu Key Laboratory of Advanced Organic Materials, National Demon-stration Center for Experimental Chemistry Education, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, Jiangsu, 210023 China
E-mail: [email protected]; [email protected]Search for more papers by this authorCorresponding Author
Qi-Lin Zhou
State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin, 300071 China
E-mail: [email protected]; [email protected]Search for more papers by this authorLei Zhang,
Xu Cheng,
Qi-Lin Zhou,
Lei Zhang
State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin, 300071 China
Search for more papers by this authorCorresponding Author
Xu Cheng
Institute of Chemistry and Biomedical Sciences, Jiangsu Key Laboratory of Advanced Organic Materials, National Demon-stration Center for Experimental Chemistry Education, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, Jiangsu, 210023 China
E-mail: [email protected]; [email protected]Search for more papers by this authorCorresponding Author
Qi-Lin Zhou
State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin, 300071 China
E-mail: [email protected]; [email protected]Search for more papers by this authorComprehensive Summary
Hydrofluoride is an industry-preferred fluoride source, and finds extensively application to manufacture diverse fluoro chemicals. The Et3N-3HF complex is a liquid HF with improve safety. In this work, we report electrochemical synthesis of a series of sulfonyl fluoride with Et3N-3HF as fluoride source. The sulfinic salt is a smell-less, non-volatile, and air-stable sulfur source in this reaction. With the combination of Et3N-3HF and aryl/alkyl sulfinic salt, the sulfonyl fluorides are achieved without the use of external oxidant. In addition, we demonstrate further advantage in a tandem reaction involving Pd-catalyzed C—S cross-coupling and formation of S—F bond. A variety of functional groups including amino acids, heterocycles, halides are well tolerated.
Supporting Information
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Appendix S1 Supporting Information |
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