Decarboxylative Suzuki-Miyaura coupling of (hetero)aromatic carboxylic acids using iodine as the terminal oxidant.


Journal

Chemical communications (Cambridge, England)
ISSN: 1364-548X
Titre abrégé: Chem Commun (Camb)
Pays: England
ID NLM: 9610838

Informations de publication

Date de publication:
30 May 2019
Historique:
pubmed: 18 5 2019
medline: 18 5 2019
entrez: 18 5 2019
Statut: ppublish

Résumé

A novel methodology for the decarboxylative Suzuki-Miyaura-type coupling has been established. This process uses iodine or a bromine source as both the decarboxylation mediator and the terminal oxidant, thus avoiding the need for stoichiometric amounts of transition metal salts previously required. Our new protocol allows for the construction of valuable biaryl architectures through the coupling of (hetero)aromatic carboxylic acids with arylboronic acids. The scope of this decarboxylative Suzuki reaction has been greatly diversified, allowing for previously inaccessible non-ortho-substituted aromatic acids to undergo this transformation. The procedure also benefits from low catalyst loadings and the absence of stoichiometric transition metal additives.

Identifiants

pubmed: 31099348
doi: 10.1039/c9cc01817d
doi:

Types de publication

Journal Article

Langues

eng

Pagination

6445-6448

Auteurs

Jacob M Quibell (JM)

School of Chemistry, University of Manchester, Oxford Road, Manchester, M13 9PL, UK. igor.larrosa@manchester.ac.uk.

Classifications MeSH