Synthesis of 2-Substituted Cyclohexene Derivatives through Cross-Coupling Reactions via π-Allylmetal Intermediate Using N-Heterocyclic Carbenes (NHCs) as Ligands

Abstract

Palladium- or nickel-catalyzed cross-coupling reactions of 2-substituted cyclohexenes, which are generally less reactive than those having no substituent at the C2 position, with organotin reagents (Migita-Kosugi-Stille coupling) or with Grigard reagents (Kumada-Tamao-Corriu coupling) using a NHC as a ligand was investigated. It was found that NHCs are effective as ligands for these reactions, giving the corresponding cross-coupling products in good yields.

Key words

N-heterocyclic carbene (NHC) - cross-coupling - Migita­-Kosugi-Stille reaction - Kumada-Tamao-Coriiu reaction - palladium - nickel

References

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