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Buchwald–Hartwig Amination of (Hetero)Aryl Tosylates Using a Well-Defined N-Heterocyclic Carbene/Palladium(II) Precatalyst

Author:
Zhang, Yin, Lavigne, Guy, César, Vincent
Source:
Journal of organic chemistry 2015 v.80 no.15 pp. 7666-7673
ISSN:
1520-6904
Subject:
amination, amines, carbenes, cross-coupling reactions, heterocyclic nitrogen compounds, ligands, organic chemistry, palladium, system optimization
Abstract:
The cross-coupling of aryl tosylates with amines and anilines was achieved by using for the first time a Pd-NHC system based on the popular Pd-PEPPSI precatalyst platform in which the anchoring imidazol-2-ylidene ligand IPr⁽ᴺᴹᵉ²⁾² incorporates two dimethylamino groups as backbone substituents enhancing both the electronic and steric properties of the carbene. The system optimization and its application scope are disclosed.
Agid:
5504417