4.4 Article

An expedient synthesis of resveratrol through a highly recoverable palladium catalyst

Journal

TETRAHEDRON
Volume 73, Issue 38, Pages 5581-5584

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2016.08.074

Keywords

Palladium nanoparticles; Supported catalyst; Heck-Mizoroki cross-coupling; Catalyst recycling; Solventless reaction

Funding

  1. Spanish MINECO [CTQ2014-52367-R]
  2. European Social Fund (ESF) (Grupo Consolidado E11)
  3. Gobierno de Aragon (Grupo Consolidado E11)

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A straightforward two-step synthesis of resveratrol is described, with total isolated yields in the range of 75-80%. The key synthetic step, a Heck-Mizoroki C-C cross-coupling reaction, is efficiently promoted by a heterogeneous catalyst consisting of palladium nanoparticles supported on synthetic clay. This solid catalyst is quite handy and displays high stability and robustness under reaction conditions. The catalyst can be easily recovered and reused at least 10 times, which improves the overall catalytic efficiency of the system. Moreover, the use of solvents is limited, and the reaction procedure allows a facile separation and purification of the desired product, free from the concomitant ionic by-product and from palladium contamination. (C) 2016 Elsevier Ltd. All rights reserved.

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