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Synthesis of Pterostilbene through supported-catalyst promoted Mizoroki-Heck reaction, and its transposition in continuous flow reactor

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Abstract

Pterostilbene, an important polyphenolic compound with interesting biological activities, has been efficiently synthesized through a Mizoroki-Heck reaction catalyzed by commercially available Pd catalysts immobilized onto heterogeneous supports. The synthesis has been transposed in a continuous flow reactor, following two different retrosynthetic approaches.

Flow synthesis of Pterostilbene

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Scheme 1
Scheme 2

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Abbreviations

TBAB :

tetrabutylammonium bromide

NMP :

N-methyl-2-pyrrolidone

Pr3N:

tripropylamine

GC :

Gaschromatography

MPLC :

Medium pressure liquid chromatography

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Acknowledgments

G.L., G.F., G.C., and G.A. are grateful to the late Adriano Carpita, that with his ideas and mentorship was at the base of this work.

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Author notes

  1. Gabriele Laudadio and Graziano Fusini contributed equally to this work.

Authors and Affiliations

  1. Department of Chemical Engineering and Chemistry, Eindhoven University of Technology, Den Dolech 2, 5612 AZ, Eindhoven, The Netherlands

    Gabriele Laudadio

  2. Department of Chemistry and Industrial Chemistry, University of Pisa, Via G. Moruzzi 13, 56124, Pisa, Italy

    Graziano Fusini, Gianluca Casotti, Gaetano Angelici & Adriano Carpita

  3. CNR, Institute of Molecular Science and Technologies (CNR-ISTM), via Golgi 19, 20133, Milan, Italy

    Claudio Evangelisti

Authors
  1. Gabriele Laudadio
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  2. Graziano Fusini
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  3. Gianluca Casotti
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  4. Claudio Evangelisti
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  5. Gaetano Angelici
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  6. Adriano Carpita
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Corresponding author

Correspondence to Gaetano Angelici.

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The authors declare no competing financial interest.

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In loving memory of Prof. Adriano Carpita

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Laudadio, G., Fusini, G., Casotti, G. et al. Synthesis of Pterostilbene through supported-catalyst promoted Mizoroki-Heck reaction, and its transposition in continuous flow reactor. J Flow Chem 9, 133–143 (2019). https://doi.org/10.1007/s41981-019-00033-0

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  • DOI: https://doi.org/10.1007/s41981-019-00033-0

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