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Aqueous Heck Arylation of Acrolein Derivatives: The Role of Cyclodextrin as Additive

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Abstract

Heck arylation of acrolein dialkyl acetal with (hetero)-aryl halides in water catalyzed by solid palladium catalysts and in presence of cyclodextrins is reported. Depending on the nature of the base, either cinnamaldehyde or 3-aryl propionic ester is obtained. It was shown that the presence of cyclodextrins in the reaction media increased the reaction rate as well as the stability of the palladium species.

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Acknowledgments

The authors gratefully acknowledge the National Agency of Research (CATAQ N° ANR-07-CP2D-0167-01/02) for funding.

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Authors and Affiliations

  1. Université de Lyon, CNRS, UMR 5256, IRCELYON, Institut de recherches sur la catalyse et l’environnement de Lyon, 2 avenue Albert Einstein, 69626, Villeurbanne, France

    Walid Al-Maksoud, Mohamad Jahjah, Catherine Pinel & Laurent Djakovitch

  2. Université d’Artois, UMR CNRS 8181, UCCS Artois, Faculté des Sciences Jean Perrin, Rue Jean Souvraz, SP 18, 62307, Lens Cedex, France

    Eric Monflier, Anne Ponchel & Bastien Léger

Authors
  1. Walid Al-Maksoud
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  2. Mohamad Jahjah
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  3. Eric Monflier
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  4. Anne Ponchel
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  5. Bastien Léger
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  6. Catherine Pinel
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  7. Laurent Djakovitch
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Corresponding authors

Correspondence to Catherine Pinel or Laurent Djakovitch.

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Al-Maksoud, W., Jahjah, M., Monflier, E. et al. Aqueous Heck Arylation of Acrolein Derivatives: The Role of Cyclodextrin as Additive. Top Catal 57, 1550–1557 (2014). https://doi.org/10.1007/s11244-014-0328-y

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  • DOI: https://doi.org/10.1007/s11244-014-0328-y

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