Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 24, Issue 23, Pages 6057-6061Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201800919
Keywords
C-C coupling; electrochemistry; furan; heterocycles; oxidation
Categories
Funding
- DFG [Wa1276/14-1]
- Carl-Zeiss Foundation
- Impulsfonds Pre-HIKE (JGU Mainz)
- PASPA-DGAPA UNAM
- CONACYT-Mexico
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Heterobiaryls consisting of a phenol and a benzofuran motif are of significant importance for pharmaceutical applications. An attractive sustainable, metal- and reagent-free, electrosynthetic, and highly efficient method, that allows access to (2-hydroxyphenyl)benzofurans is presented. Upon the electrochemical dehydrogenative C-C cross-coupling reaction, a metathesis of the benzo moiety at the benzofuran occurs. This gives rise to a substitution pattern at the hydroxyphenyl moiety which would not be compatible by a direct coupling process. The single-step protocol is easy to conduct in an undivided electrolysis cell, therefore scalable, and inherently safe.
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