6533b85afe1ef96bd12b95ec
RESEARCH PRODUCT
tBuLi-Mediated One-Pot Direct Highly Selective Cross-Coupling of Two Distinct Aryl Bromides.
Carlos VilaCarlos VilaMartín Fañanás-mastralMartín Fañanás-mastralBernard FeringaSara CembellinMassimo GianneriniValentin Hornillossubject
Stereochemistry22'-BIPYRIDINE COMPLEX2chemistry.chemical_elementORGANOLITHIUM COMPOUNDSCatalysisCatalysischemistry.chemical_compoundLOW-TEMPERATUREBromideOrganolithium compoundscross-couplingN-heterocyclic carbenesGRIGNARD-REAGENTSPD-PEPPSI-IPENT2'-BIPYRIDINE COMPLEXCARBON BOND FORMATIONArylOrganic ChemistryORGANIC-SYNTHESISGeneral ChemistryORTHO-SUBSTITUTED BIARYLSpalladiumHighly selectiveCombinatorial chemistryFUNCTIONALIZED ARYLCoupling (electronics)biarylschemistrylithiumOrganic synthesisUNSYMMETRICAL BIARYLSPalladiumdescription
A Pd-catalyzed direct cross-coupling of two distinct aryl bromides mediated by tBuLi is described. The use of [Pd-PEPPSI-IPr] or [Pd-PEPPSI-IPent] as catalyst allows for the efficient one-pot synthesis of unsymmetrical biaryls at room temperature. The key for this selective cross-coupling is the use of an ortho-substituted bromide that undergoes lithium-halogen exchange preferentially.
year | journal | country | edition | language |
---|---|---|---|---|
2015-10-26 | Chemistry (Weinheim an der Bergstrasse, Germany) |