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Diversity Oriented Synthesis

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Front. Chem. | doi: 10.3389/fchem.2018.00557

Post-Ugi Cyclization for the Construction of Diverse Heterocyclic Compounds: Recent Updates

 Jitender Bariwal1,  Rupinder Kaur2, Leonid G. Voskressensky3 and Erik V. Van der Eycken4*
  • 1Shiva Institute of B. Pharmacy (SIBP), India
  • 2Indo-Soviet Friendship College of Pharmacy, India
  • 3Peoples' Friendship University of Russia, Russia
  • 4Department of Chemistry, KU Leuven, Belgium

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 -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. Such post-Ugi transformations represent extremely powerful synthetic methods for the construction of diverse heterocycles. In recent years, such transformations have expanded rapidly, giving access to various heterocyclic systems. This review outlines the developments achieved in the past few years, highlighting the modifications performed in a sequential or domino fashion, with emphasis on major concepts, synthetic applications of the derived products as well as critical mechanistic aspects.

Keywords: Post-Ugi modifications, Heterocycles, multicomponent reactions, MCR, Post-Ugi cyclization

Received: 25 Jul 2018; Accepted: 29 Oct 2018.

Edited by:

Andrea Basso, Università di Genova, Italy

Reviewed by:

Valentine Nenajdenko, Lomonosov Moscow State University, Russia
Marta Meazza, University of Southampton, United Kingdom  

Copyright: © 2018 Bariwal, Kaur, Voskressensky and Van der Eycken. This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) and the copyright owner(s) are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms.

* Correspondence: Prof. Erik V. Van der Eycken, Department of Chemistry, KU Leuven, Leuven, Belgium, erik.vandereycken@kuleuven.be