Abstract
Multicomponent reactions (MCRs) cover strategically employed chemical transformations
that incorporate three or more reactants in one pot leading to a functionalized final
product. Thus, it is an ideal tool to achieve high levels of complexity, diversity,
yields of desired products, atom economy, and reduced reaction times. Sugars belong
to the class of naturally occurring compounds with fascinating applications in the
field of drug discovery due to the presence of various hydroxy groups and well-defined
stereochemistry. However, their potential in MCRs has been realized only recently.
This account describes recent advances in the synthesis of sugar-derived heterocycles
synthesized by MCRs. We hope to encourage the synthetic and medicinal chemistry community
to apply this powerful MCR chemistry to generate novel glycoconjugate challenges.
1 Introduction
2 Synthesis of Various Functionalized Sugar Compounds
2.1 Passerini and Ugi Multicomponent Reactions
2.2 Petasis Reaction
2.3 Hantzsch Reaction
2.4 Domino Ferrier–Povarov Reaction
2.5 Marckwald Reaction
2.6 Groebke–Blackburn–Bienaymé (GBB) Reaction
2.7 Prins–Ritter Reaction
2.8 Debus–Radziszewski Imidazole Synthesis Reaction
2.9 Mannich Reaction
2.10 A3-Coupling Reaction
2.11 [3+2]-Cycloaddition Reactions
2.12 Miscellaneous Reactions
3 Conclusion
Key words
sugars - multicomponent reactions - isocyanides - aldehydes - domino reactions