Electrochemical Minisci-type trifluoromethylation of electron-deficient heterocycles mediated by bromide ions
| Autor: | Cheng-Chu Zeng, Kun Xu, Yang-Ye Jiang, Gui-Yuan Dou |
|---|---|
| Rok vydání: | 2019 |
| Předmět: |
Sulfonyl
chemistry.chemical_classification Electrolysis 010405 organic chemistry Trifluoromethylation Organic Chemistry Electrolyte 010402 general chemistry Electrochemistry 01 natural sciences Combinatorial chemistry 0104 chemical sciences law.invention chemistry.chemical_compound chemistry law Molecule Surface modification Hypobromite |
| Zdroj: | Organic Chemistry Frontiers. 6:2392-2397 |
| ISSN: | 2052-4129 |
| DOI: | 10.1039/c9qo00552h |
| Popis: | An electrochemical methodology for the Minisci-type trifluoromethylation of electron-deficient heterocycles mediated by cheap and easily available bromide ions has been developed. By virtue of the in situ generated sulfonyl hypobromite intermediate, the CF3 radical can be regulated and controlled at a low concentration, thereby improving the reaction efficiency over direct electrolysis. Also, this indirect electrochemical process is performed in a beaker-type undivided cell under galvanostatic conditions, without using external expensive supporting electrolytes. This protocol provides an alternative electrochemical trifluoromethylation methodology for the late-stage functionalization of biologically important molecules. |
| Databáze: | OpenAIRE |
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