Electrochemical O-trifluoromethylation of electron-deficient phenols
| Autor: | Philipp Werner, Andreas Terfort, Johannes Bernd, Marc Zeplichal |
|---|---|
| Jazyk: | angličtina |
| Rok vydání: | 2021 |
| Předmět: |
Trifluoromethylation
Trifluoromethyl Nitrile Anodic oxidation Aryl Langlois reagent chemistry.chemical_element Electrochemistry Combinatorial chemistry TP250-261 chemistry.chemical_compound Organic electrochemistry Chemistry chemistry Phenols Green chemistry Industrial electrochemistry Reagent Chlorine Fluorine QD1-999 |
| Zdroj: | Electrochemistry Communications, Vol 133, Iss, Pp 107165-(2021) |
| ISSN: | 1388-2481 |
| Popis: | A simple and sustainable one-step strategy for the preparation of electron-deficient aryl trifluoromethyl ethers (ArOCF3) from the corresponding phenols by electrochemical synthesis is presented. Anodic oxidation of trifluoromethane sulfinate (Langlois reagent) leads to direct O-trifluoromethylation of phenol-derivatives bearing fluorine, chlorine, bromine and nitrile substituents under mild conditions in yields up to 75% and in gram-scale. This electrochemical protocol provides an economic and green synthesis for an otherwise inaccessible class of molecules without the need for expensive or toxic reagents, oxidants or metal catalysts. |
| Databáze: | OpenAIRE |
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