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Flow electrosynthesis for efficient O-trifluoromethylation of electron-deficient phenols
- 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.
Author: | Johannes BerndORCiD, Andreas TerfortORCiDGND |
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URN: | urn:nbn:de:hebis:30:3-790701 |
DOI: | https://doi.org/10.1016/j.elecom.2023.107545 |
ISSN: | 1388-2481 |
Parent Title (English): | Electrochemistry communications |
Publisher: | Elsevier |
Place of publication: | Amsterdam |
Document Type: | Article |
Language: | English |
Date of Publication (online): | 2023/08/09 |
Date of first Publication: | 2023/07/28 |
Publishing Institution: | Universitätsbibliothek Johann Christian Senckenberg |
Release Date: | 2023/10/23 |
Tag: | Flow chemistry; Green chemistry; Organic electrochemistry; Trifluoromethoxy groups; Trifluoromethylation |
Volume: | 154 |
Issue: | 107545 |
Article Number: | 107545 |
Page Number: | 5 |
HeBIS-PPN: | 516383043 |
Institutes: | Biochemie, Chemie und Pharmazie / Biochemie und Chemie |
Dewey Decimal Classification: | 5 Naturwissenschaften und Mathematik / 54 Chemie / 540 Chemie und zugeordnete Wissenschaften |
Sammlungen: | Universitätspublikationen |
Licence (German): | Creative Commons - CC BY-NC-ND - Namensnennung - Nicht kommerziell - Keine Bearbeitungen 4.0 International |