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Updated: May 22, 2026

Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Cobalt-catalyzed vinylation of aromatic halides using β-halostyrene: experimental and DFT studies
Aurélien Moncomble1, Pascal Le Floch, Agusti Lledos
1Laboratoire Hétéroéléments et Coordination, Ecole Polytechnique, CNRS, Route saclay, 91128 Palaiseau Cedex, France.
Abstract:
A new protocol for the direct cobalt-catalyzed vinylation of aryl halides using β-halostyrene has been developed in order to form functionalized stilbenes. A variety of aromatic halides featuring different reactive group were employed. This method proceeded smoothly with a total retention of the double bond configuration in the presence of triphenylphosphine as ligand. Preliminary DFT calculations rationalize these results and proposed a reaction pathway in agreement with the experimental conditions. This procedure offers a new route to the stereoselective synthesis of stilbenes.
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