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Solvent-Free Mizoroki-Heck Reaction Applied to the Synthesis of Abscisic Acid and Some Derivatives

Institut de Chimie Organique et Analytique (ICOA), Université d’Orléans UMR CNRS 7311, BP 6759, rue de Chartres, 45067 Orleans CEDEX 2, France
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Catalysts 2018, 8(3), 115; https://doi.org/10.3390/catal8030115
Received: 28 February 2018 / Revised: 12 March 2018 / Accepted: 13 March 2018 / Published: 15 March 2018
(This article belongs to the Special Issue Catalyzed Mizoroki–Heck Reaction or C–H activation)
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Abstract

Abscisic acid (ABA) is a natural product, which is a well-known phytohormone. However, this molecule has recently exhibited interesting biological activities, emphasizing the need for a simple and direct access to new analogues based on the ABA framework. Our strategy relies on a pallado-catalyzed Mizoroki-Heck cross-coupling as key reaction performed in solvent and ligand free conditions. After a careful optimization, we succeeded in accessing various (E/Z)-dienes and (E/E/Z)-trienes in moderate to good yields without isomerization and applied the same approach to the synthesis of ABA in an environmentally sound manner. View Full-Text
Keywords: Mizoroki-Heck; abscisic acid; solvent-free Mizoroki-Heck; abscisic acid; solvent-free
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).

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Dumonteil, G.; Hiebel, M.-A.; Berteina-Raboin, S. Solvent-Free Mizoroki-Heck Reaction Applied to the Synthesis of Abscisic Acid and Some Derivatives. Catalysts 2018, 8, 115.

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