Flow electrosynthesis for efficient O-trifluoromethylation of electron-deficient phenols
[Display omitted] •Efficient and sustainable O-trifluoromethylation of electron-poor phenols.•First approach by combination of electrochemistry with flow chemistry.•Electrical current as inexpensive, safe, and green reagent.•Easy access to otherwise hardly accessible compounds. A sustainable strateg...
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Veröffentlicht in: | Electrochemistry communications 2023-09, Vol.154, p.107545, Article 107545 |
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Format: | Artikel |
Sprache: | eng |
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•Efficient and sustainable O-trifluoromethylation of electron-poor phenols.•First approach by combination of electrochemistry with flow chemistry.•Electrical current as inexpensive, safe, and green reagent.•Easy access to otherwise hardly accessible compounds.
A sustainable strategy for O-trifluoromethylation of electron-deficient phenols by combining electrochemical synthesis with flow technology is presented. The reaction is optimized by screening experiments to establish a fast and efficient flow protocol. Simultaneous anodic oxidation of Langlois reagent and the phenols in a micro flow cell leads to direct preparation of trifluoromethyl ethers in yields up to 90%. This one-step protocol is tolerant of several functional groups, shows good regioselectivity and works without any chemical oxidants and catalysts by using electrical current as an inexpensive and sustainable reagent. |
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ISSN: | 1388-2481 1873-1902 |
DOI: | 10.1016/j.elecom.2023.107545 |