Abstract

Multicomponent reactions (MCRs) have proved as a valuable tool for organic and medicinal chemist because of their ability to introduce a large degree of chemical diversity in the product in a single step and with high atom economy. One of the dominant MCRs is the Ugi reaction, which involves the condensation of an aldehyde (or ketone), an amine, an isonitrile, and a carboxylic acid to afford an α-acylamino carboxamide adduct. The desired Ugi-adducts may be constructed by careful selection of the building blocks, opening the door for desired post-Ugi modifications. In recent times, the post-Ugi transformation has proved an important synthetic protocol to provide a variety of heterocyclic compounds with diverse biological properties. In this review, we have discussed the significant advancements reported in the recent literature with the emphasis to highlight the concepts and synthetic applications of the derived products along with critical mechanistic aspects.

Highlights

  • Multicomponent reactions (MCRs) are considered as privileged one-pot processes involving a sequential combination of at least three reagents in the same pot (Ramon and Yus, 2005)

  • We have demonstrated the wide-spread application of the Ugi reaction for the synthesis of heterocyclic compounds, where careful selection of the starting building blocks provided the appropriate functionality for post-Ugi modifications

  • During the post-Ugi transformation, we have witnessed the application of various metallic salts of palladium, gold, indium, copper, zinc, scandium, iron and aluminum, leading to the successful transformation of appropriately substituted Ugi-adducts to heterocyclic systems

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Summary

INTRODUCTION

Multicomponent reactions (MCRs) are considered as privileged one-pot processes involving a sequential combination of at least three reagents in the same pot (Ramon and Yus, 2005). Synthesis of the desired heterocycle can be achieved by performing a post-Ugi transformation on the exclusively designed Ugi-adduct (Sharma et al, 2015). There are several reports for the transformations of the Ugi-adducts to diverse heterocyclic systems including Ugi-Heck, Ugi-ring opening metathesis, Ugi-intramolecular arylation, Post-Ugi Cyclization. We have carefully selected the prime literature reports where Ugi-adducts have been cyclized to generate a variety of heterocyclic systems. We have included few other important reports before the year 2014 and were not discussed in previous reviews. We have grouped these reports based on the structural complexity of the product after cyclization.

Nine-membered heterocycles fused with five-membered heterocycles
CONCLUSION
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