6533b7cefe1ef96bd1257c02

RESEARCH PRODUCT

Direct arylation of heteroaromatic compounds with congested, functionalised aryl bromides at low palladium/triphosphane catalyst loading.

Hélène CatteyJean-cyrille HiersoSophal MomDavid RoyHenri DoucetDominique Lucas

subject

inorganic chemicalschemistry.chemical_element010402 general chemistry01 natural sciencesCatalysisCoupling reactionCatalysis[ CHIM.CATA ] Chemical Sciences/Catalysischemistry.chemical_compoundMoleculeOrganic chemistryEfficient catalystaryl bromidesheterocycles010405 organic chemistryChemistryLigandArylOrganic Chemistryferrocenyl polyphosphaneGeneral Chemistry[CHIM.CATA]Chemical Sciences/Catalysispalladium0104 chemical sciencesC[BOND]H activationTriphosphanePalladium

description

International audience; 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.

10.1002/chem.201100100https://hal.archives-ouvertes.fr/hal-00632073