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RESEARCH PRODUCT
Palladium-catalysed direct cross-coupling of secondary alkyllithium reagents
Carlos VilaMassimo GianneriniBernard FeringaMartín Fañanás-mastralValentin Hornillossubject
Química organometàl·licachemistry.chemical_element010402 general chemistry01 natural sciencesORGANOLITHIUM COMPOUNDSALKYLZINC REAGENTSCatalysisMetalchemistry.chemical_compoundCompostos orgànics SíntesiOrganic chemistryINVERSIONARYL CHLORIDESCONFIGURATION010405 organic chemistryDERIVATIVESArylESTERSGeneral ChemistryCombinatorial chemistry0104 chemical scienceschemistryORGANIC HALIDESSELECTIVITYReagentvisual_artvisual_art.visual_art_mediumALKENYLATIONOrganic synthesisSelectivityIsomerizationPalladiumdescription
Palladium-catalysed cross-coupling of secondary C(sp(3)) organometallic reagents has been a long-standing challenge in organic synthesis, due to the problems associated with undesired isomerisation or the formation of reduction products. Based on our recently developed catalytic C-C bond formation with organolithium reagents, herein we present a Pd-catalysed cross-coupling of secondary alkyllithium reagents with aryl and alkenyl bromides. The reaction proceeds at room temperature and on short timescales with high selectivity and yields. This methodology is also applicable to hindered aryl bromides, which are a major challenge in the field of metal catalysed cross-coupling reactions.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2014-10-01 |