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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.

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Author:Johannes BerndORCiD, Andreas TerfortORCiDGND
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):License LogoCreative Commons - CC BY-NC-ND - Namensnennung - Nicht kommerziell - Keine Bearbeitungen 4.0 International