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Updated: Jan 11, 2026
Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
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Cu/Pd-Catalyzed Ligand-Controlled Regiodivergent Hydroarylation of Allenes Using Diisobutylaluminum Hydride
Seungho Kim1, Kyeongmin Lee1, Seeun Lim1
1Department of Chemistry, Kwangwoon University, Seoul 01897, Republic of Korea.
Abstract:
We report a ligand-controlled, regiodivergent Cu/Pd-catalyzed hydroarylation of unactivated allenes. The reaction proceeds via Cu-catalyzed hydroalumination with DIBAL-H and subsequent additive-free Pd-catalyzed cross-coupling with aryl bromides. The key feature of this work is the discovery that modulation of the palladium ligand decisively enables complete regiodivergence. Bulky monodentate Xphos ligands promote exclusive γ-selective arylation, while bidentate Josiphos-type ligands switch the pathway to afford α-selective arylation. The method features mild conditions, scalability, and broad utility for synthesizing polysubstituted aromatic compounds.
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