Organocatalysed C-2 and C-3 functionalisation of chromones

This review highlights the recent advancements in organocatalysed Michael addition reactions involving chromones, an important class of heterocyclic compounds with significant biological and pharmacological properties. Chromones, with their versatile conjugated structure, act as both electrophilic and nucleophilic partners, providing an ideal platform to synthesise diverse stereochemically enriched molecular frameworks. The work highlights various organocatalysed examples using chiral carbenes, phosphoric acids, thioureas and squaramides, that have demonstrated high efficiency and stereocontrol in a range of reactions. Mechanistic insights into how these catalytic systems activate the chromone scaffold and promote enantioselective transformations are also discussed in detail. Finally, we underline emerging trends and future directions in this research area, addressing current limitations, such as the need for more efficient catalytic systems and broader substrate compatibility.

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Publication Details

Journal
Organic & Biomolecular Chemistry
Published
2025-01-01
DOI
https://doi.org/10.1039/d5ob01129a
Citations
2
Primary Topic
Synthesis of Organic Compounds
Type
article
Field-Weighted Citation Impact
2.79

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article

Organocatalysed C-2 and C-3 functionalisation of chromones

Juan Carlos Morales-Solís, Raquel P. Herrera, Mario Ordóñez, Esteban Kosak Lopez
2 citations
Organic & Biomolecular Chemistry
Synthesis of Organic Compounds
2.79
article

Organocatalysed C-2 and C-3 functionalisation of chromones

Juan Carlos Morales-Solís, Raquel P. Herrera, Mario Ordóñez, Esteban Kosak Lopez
article en
2 citations

Abstract

This review highlights the recent advancements in organocatalysed Michael addition reactions involving chromones, an important class of heterocyclic compounds with significant biological and pharmacological properties. Chromones, with their versatile conjugated structure, act as both electrophilic and nucleophilic partners, providing an ideal platform to synthesise diverse stereochemically enriched molecular frameworks. The work highlights various organocatalysed examples using chiral carbenes, phosphoric acids, thioureas and squaramides, that have demonstrated high efficiency and stereocontrol in a range of reactions. Mechanistic insights into how these catalytic systems activate the chromone scaffold and promote enantioselective transformations are also discussed in detail. Finally, we underline emerging trends and future directions in this research area, addressing current limitations, such as the need for more efficient catalytic systems and broader substrate compatibility.

Organic & Biomolecular ChemistryVol. 23(46)
Instituto de Síntesis Química y Catálisis Homogénea (ES), Universidad Autónoma del Estado de Morelos (MX)
Ministerio de Ciencia, Innovación y Universidades, Gobierno de Aragón, Agencia Estatal de Investigación, European Social Fund
Openalex Percentile: Top 9%
Synthesis of Organic Compounds
2.79
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