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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Published inMolecules (Basel, Switzerland) Vol. 27; no. 4; p. 1304
Main Authors Soares, Maria I L, Cardoso, Ana L, Pinho E Melo, Teresa M V D
Format Journal Article
LanguageEnglish
Published Switzerland MDPI AG 15.02.2022
MDPI
Subjects
Acids
bio-based solvent
Carbon dioxide
Chemistry
Cycloaddition
deep eutectic solvents
Diels-Alder reactions
Diels–Alder reaction
Gluconic acid
Glycerol
green solvent
Oils & fats
Polyethylene glycol
Reaction mechanisms
Recycling
Review
Selectivity
Solvents
Stereoselectivity
Sustainability
VOCs
Volatile organic compounds
water
bio-based solvent
green solvent
deep eutectic solvents
water
Diels–Alder reaction
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Summary: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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ISSN:1420-3049
1420-3049
DOI:10.3390/molecules27041304