A Comprehensive Overview of Cyclodextrins Catalyzed Diels-Alder Reactions

Authors

  • Amine Ez-zoubi Laboratory of Applied Organic Chemistry, Faculty of Sciences and Techniques, Sidi Mohamed Ben Abdellah University, Route d’Imouzzer, Fez, Morocco.
  • Soukaina Benkirane Laboratory of Applied Organic Chemistry, Faculty of Sciences and Techniques, Sidi Mohamed Ben Abdellah University, Route d’Imouzzer, Fez, Morocco.
  • Ayoub El-Mrabet Laboratory of Applied Organic Chemistry, Faculty of Sciences and Techniques, Sidi Mohamed Ben Abdellah University, Route d’Imouzzer, Fez, Morocco.
  • Mouad Mouhsin Laboratory of Engineering in Chemistry and Physics of Matter, Faculty of Science and Technologies, Sultan Moulay Slimane University, BP 523, Beni Mellal, Morocco.
  • Riham Sghyar Laboratory of Applied Organic Chemistry, Faculty of Sciences and Techniques, Sidi Mohamed Ben Abdellah University, Route d’Imouzzer, Fez, Morocco and Equipe de Chimie Organique Appliquée à la valorisation des Ressources Naturelles et Protection de l’Environnement, Laboratoire de Chimie et Microbiologie Appliquées et Biotechnologies, FS, Abdelmalek Essaadi University Tetouan, Morocco.
  • Abdellatif Alami Laboratory of Applied Organic Chemistry, Faculty of Sciences and Techniques, Sidi Mohamed Ben Abdellah University, Route d’Imouzzer, Fez, Morocco.
  • Chandrakant Sarode Department of Chemistry, Bhusawal Arts, Science and P.O. Nahata Commerce College, Bhusawal, affiliated to KBC North Maharashtra University, Jalgaon, 425001, India.
  • Gaurav Gupta Department of Chemistry, NTVS’s G.T.P. Arts, Commerce and Science College, Nandurbar, affiliated to KBC-North Maharashtra University, Jalgaon, 425001, India.
  • Abdellah Farah Laboratory of Applied Organic Chemistry, Faculty of Sciences and Techniques, Sidi Mohamed Ben Abdellah University, Route d’Imouzzer, Fez, Morocco.

DOI:

https://doi.org/10.9734/bpi/cmsrf/v2/4904

Keywords:

Diels-Alder reaction, cyclodextrin, inclusion complex, catalyst, endo-selectivity

Abstract

Diels-Alder (DA) reactions typically yield heterocyclic six-membered ring compounds via a [\(4\Pi\)+\(2\Pi\)] cycloaddition of a diene (such as furan or cyclopentadiene) and a dienophile. The choice of solvent and catalyst is critical in affecting the yield and stereoselectivity of the reaction. Cyclodextrins, particularly beta-cyclodextrin (\(\beta\)-CD) and its derivatives, are commonly used as catalysts in aqueous medium due to their ability to form a favorable ternary complex with both the diene and dienophile. As a result, this paper summarizes several experimental studies on the catalytic effects of CDs on DA reactions, with an emphasis on yields, reaction durations, quantities, and selectivity. The first phase, reported by Ronald Breslow and colleagues in 1980, looked at the effect of inner cavity size on catalytic and inhibitory effects on DA processes. The following phase investigated the effect of cyclodextrin catalysts on endo- and stereoselectivity. Numerous studies have examined the potential of \(\beta\)-CD's interior size, derivatives, amounts, organic and aqueous media, and compatibility with the two reagents. In contrast, some research has concentrated on employing cyclodextrins as catalysts in Diels-Alder processes to generate large yields of bioactive chemicals and polymer synthesis under mild conditions, generally in aqueous solutions.

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Published

2025-04-07

How to Cite

Amine Ez-zoubi, Soukaina Benkirane, Ayoub El-Mrabet, Mouad Mouhsin, Riham Sghyar, Abdellatif Alami, … Abdellah Farah. (2025). A Comprehensive Overview of Cyclodextrins Catalyzed Diels-Alder Reactions. Chemical and Materials Sciences: Research Findings Vol. 2, 44–64. https://doi.org/10.9734/bpi/cmsrf/v2/4904

Issue

Chemical and Materials Sciences: Research Findings Vol. 2

Section

Chapters