Abstract
Since the first reports, the Ugi four-component reaction (U-4CR) has been recognized as a keystone transformation enabling the synthesis of peptide mimetics in a single step and with high atom economy. In recent decades, the U-4CR has been a source of inspiration for many chemists fascinated by the possibility of identifying new efficient organic reactions by simply changing one of the components or by coupling in tandem the multicomponent process with a huge variety of organic transformations. Herein we review the synthetic potentialities, the boundaries, and the applications of the U-4CR involving α-amino acids, where the presence of two functional groups—the amino and the carboxylic acids—allowed a 5-center 4-component Ugi-like reaction, a powerful tool to gain access to drug-like multi-functionalized scaffolds.
Highlights
IntroductionMulticomponent reactions (MCRs) represent an efficient one-pot synthetic strategy to generate, from three or more reagents, a new product containing almost all portions of the starting materials
Multicomponent reactions (MCRs) represent an efficient one-pot synthetic strategy to generate, from three or more reagents, a new product containing almost all portions of the starting materials.For their convergent nature, atom economy and efficiency, MCRs are considered valuable methodologies for both medicinal and organic chemists
Isocyanide-based Multicomponent Reactions (IMCRs) [1,2,3,4], have been proven to be an ideal tool to provide in one single step medium-complexity molecular skeletons, usually accessible only via a multistep approach
Summary
Multicomponent reactions (MCRs) represent an efficient one-pot synthetic strategy to generate, from three or more reagents, a new product containing almost all portions of the starting materials. For their convergent nature, atom economy and efficiency, MCRs are considered valuable methodologies for both medicinal and organic chemists. Ugi reaction with other more groups into a single moiety, as well as the combination of the Ugi reaction with chemical transformations have provided straightforward syntheticsynthetic approaches to a large to number of other chemical transformations have provided straightforward approaches a large different scaffolds with a rich structural diversity. Transformation, therange number of reported examples and the range of yields are always reported, when available
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