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DOI: 10.1055/s-0040-1706294
Bismuth(V)-Mediated C–H Arylation of Phenols and Naphthols
Autoren
This work was supported by the Engineering and Physical Sciences Research Council (EPSRC) Centre for Doctoral Training in Sustainable Chemistry (Grant number EP/ S022236/1) through a PhD studentship to A.S.
This paper is dedicated to Dr Mark Jurrat in celebration of the birth of his daughter, Merle Olivia
Abstract
We recently reported a general and practical strategy for the Bi(V)-mediated C–H arylation of phenols and naphthols. Our telescoped protocol proceeds via transmetallation from readily available arylboronic acids to a stable Bi(III) precursor, oxidation to a reactive Bi(V) intermediate, and subsequent ortho-selective phenol arylation. The process exhibits broad scope with respect to both components and tolerates functionality that is incompatible with conventional cross-coupling methods. Preliminary investigations provide insight into the mechanism of each key reaction step.
1 Introduction
2 Design of a Modular and Practical Arylating System
3 B-to-Bi Transmetallation: Scope and Mechanism
4 Oxidative C–H Arylation: Exemplification and Mechanism
5 Conclusionsions
Publikationsverlauf
Eingereicht: 10. August 2020
Angenommen nach Revision: 18. August 2020
Artikel online veröffentlicht:
28. September 2020
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