Diels–Alder Cycloaddition Reactions in Sustainable Media

Diels–Alder cycloaddition reaction is one of the most powerful strategies for the construction of six-membered carbocyclic and heterocyclic systems, in most cases with high regio- and stereoselectivity. In this review, an insight into the most relevant advances on sustainable Diels–Alder reactions s...

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Main Authors: Maria I. L. Soares, Ana L. Cardoso, Teresa M. V. D. Pinho e Melo
Format: Article
Language:English
Published: MDPI AG 2022-02-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/27/4/1304
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author Maria I. L. Soares
Ana L. Cardoso
Teresa M. V. D. Pinho e Melo
author_facet Maria I. L. Soares
Ana L. Cardoso
Teresa M. V. D. Pinho e Melo
author_sort Maria I. L. Soares
collection DOAJ
description Diels–Alder cycloaddition reaction is one of the most powerful strategies for the construction of six-membered carbocyclic and heterocyclic systems, in most cases with high regio- and stereoselectivity. In this review, an insight into the most relevant advances on sustainable Diels–Alder reactions since 2010 is provided. Various environmentally benign solvent systems are discussed, namely bio-based derived solvents (such as glycerol and gluconic acid), polyethylene glycol, deep eutectic solvents, supercritical carbon dioxide, water and water-based aqueous systems. Issues such as method’s scope, efficiency, selectivity and reaction mechanism, as well as sustainability, advantages and limitations of these reaction media, are addressed.
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spelling doaj.art-83bbbd3b2eca48b3b3e1b011944da7a02023-11-23T21:21:56ZengMDPI AGMolecules1420-30492022-02-01274130410.3390/molecules27041304Diels–Alder Cycloaddition Reactions in Sustainable MediaMaria I. L. Soares0Ana L. Cardoso1Teresa M. V. D. Pinho e Melo2University of Coimbra, Coimbra Chemistry Centre–Institute of Molecular Sciences and Department of Chemistry, 3004-535 Coimbra, PortugalUniversity of Coimbra, Coimbra Chemistry Centre–Institute of Molecular Sciences and Department of Chemistry, 3004-535 Coimbra, PortugalUniversity of Coimbra, Coimbra Chemistry Centre–Institute of Molecular Sciences and Department of Chemistry, 3004-535 Coimbra, PortugalDiels–Alder cycloaddition reaction is one of the most powerful strategies for the construction of six-membered carbocyclic and heterocyclic systems, in most cases with high regio- and stereoselectivity. In this review, an insight into the most relevant advances on sustainable Diels–Alder reactions since 2010 is provided. Various environmentally benign solvent systems are discussed, namely bio-based derived solvents (such as glycerol and gluconic acid), polyethylene glycol, deep eutectic solvents, supercritical carbon dioxide, water and water-based aqueous systems. Issues such as method’s scope, efficiency, selectivity and reaction mechanism, as well as sustainability, advantages and limitations of these reaction media, are addressed.https://www.mdpi.com/1420-3049/27/4/1304Diels–Alder reactiongreen solventbio-based solventdeep eutectic solventswater
spellingShingle Maria I. L. Soares
Ana L. Cardoso
Teresa M. V. D. Pinho e Melo
Diels–Alder Cycloaddition Reactions in Sustainable Media
Molecules
Diels–Alder reaction
green solvent
bio-based solvent
deep eutectic solvents
water
title Diels–Alder Cycloaddition Reactions in Sustainable Media
title_full Diels–Alder Cycloaddition Reactions in Sustainable Media
title_fullStr Diels–Alder Cycloaddition Reactions in Sustainable Media
title_full_unstemmed Diels–Alder Cycloaddition Reactions in Sustainable Media
title_short Diels–Alder Cycloaddition Reactions in Sustainable Media
title_sort diels alder cycloaddition reactions in sustainable media
topic Diels–Alder reaction
green solvent
bio-based solvent
deep eutectic solvents
water
url https://www.mdpi.com/1420-3049/27/4/1304
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