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Direct Arylation of Heteroaromatic Compounds with Congested, Functionalised Aryl Bromides at Low Palladium/Triphosphane Catalyst Loading
Author(s) -
Roy David,
Mom Sophal,
Lucas Dominique,
Cattey Hélène,
Hierso JeanCyrille,
Doucet Henri
Publication year - 2011
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201100100
Subject(s) - aryl , palladium , catalysis , chemistry , combinatorial chemistry , molecule , ligand (biochemistry) , coupling reaction , organic chemistry , alkyl , biochemistry , receptor
A new ferrocenyl triphosphane ligand associated to palladium was found to be an efficient catalyst for the direct coupling of highly congested, functionalised aryl bromides with a variety of heteroarenes. These coupling reactions can generally be performed by using a low‐loading (0.1–0.5 mol %) of the catalyst. The present protocol tolerates important and useful functional groups, which allows for further elaboration into more sophisticated heterocyclic molecules. The straightforward arylation of heteroaromatic compounds with congested ortho ‐substituted aryl bromides may permit further convergent syntheses of diverse ligands, biologically active molecules and molecular materials in only a few steps.