Metal- and Reagent-Free Anodic C−C Cross-Coupling of Phenols with Benzofurans leading to a Furan Metathesis

Autor: Siegfried R. Waldvogel, Robert Franke, Bernardo A. Frontana-Uribe, Maurice Dörr, Dieter Schollmeyer, Sebastian Lips
Rok vydání: 2018
Předmět:
Zdroj: Chemistry - A European Journal. 24:6057-6061
ISSN: 0947-6539
DOI: 10.1002/chem.201800919
Popis: 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.
Databáze: OpenAIRE
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