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

Chemistry : a European Journal
Sebastian LipsSiegfried R Waldvogel

Abstract

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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Aug 5, 2016·Angewandte Chemie·Sebastian LipsSiegfried R Waldvogel
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Oct 3, 2017·Angewandte Chemie·Anton WiebeSiegfried R Waldvogel

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Citations

Sep 13, 2018·Chemistry : a European Journal·Yongyuan GaoYi Pan
Mar 13, 2019·Chemistry : a European Journal·Joachim NiklSiegfried R Waldvogel
Apr 19, 2019·Chemistry : a European Journal·Maurice DörrSiegfried R Waldvogel
Sep 10, 2019·Angewandte Chemie·Johannes L RöcklSiegfried R Waldvogel
Feb 6, 2020·Chemical Communications : Chem Comm·Mu-Jia LuoDe-Liang He
Dec 15, 2018·Angewandte Chemie·Jin LiGuigen Li
Sep 10, 2019·ChemistryOpen·Johannes L RöcklSiegfried R Waldvogel
May 29, 2021·Chemical Record : an Official Publication of the Chemical Society of Japan ... [et Al.]·Diego Francisco Chicas-Baños, Bernardo A Frontana-Uribe
Jul 3, 2018·Chemical Reviews·Siegfried R WaldvogelChristopher J Kampf
Dec 19, 2019·Accounts of Chemical Research·Johannes L RöcklSiegfried R Waldvogel
Oct 24, 2018·Organic Letters·Valentina M BreisingSiegfried R Waldvogel

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