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

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 con...

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Autores principales: Bariwal, Jitender, Kaur, Rupinder, Voskressensky, Leonid G., Van der Eycken, Erik V.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Frontiers Media S.A. 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6256255/
https://www.ncbi.nlm.nih.gov/pubmed/30525022
http://dx.doi.org/10.3389/fchem.2018.00557
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author Bariwal, Jitender
Kaur, Rupinder
Voskressensky, Leonid G.
Van der Eycken, Erik V.
author_facet Bariwal, Jitender
Kaur, Rupinder
Voskressensky, Leonid G.
Van der Eycken, Erik V.
author_sort Bariwal, Jitender
collection PubMed
description 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.
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spelling pubmed-62562552018-12-06 Post-Ugi Cyclization for the Construction of Diverse Heterocyclic Compounds: Recent Updates Bariwal, Jitender Kaur, Rupinder Voskressensky, Leonid G. Van der Eycken, Erik V. Front Chem Chemistry 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. Frontiers Media S.A. 2018-11-20 /pmc/articles/PMC6256255/ /pubmed/30525022 http://dx.doi.org/10.3389/fchem.2018.00557 Text en Copyright © 2018 Bariwal, Kaur, Voskressensky and Van der Eycken. http://creativecommons.org/licenses/by/4.0/ 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.
spellingShingle Chemistry
Bariwal, Jitender
Kaur, Rupinder
Voskressensky, Leonid G.
Van der Eycken, Erik V.
Post-Ugi Cyclization for the Construction of Diverse Heterocyclic Compounds: Recent Updates
title Post-Ugi Cyclization for the Construction of Diverse Heterocyclic Compounds: Recent Updates
title_full Post-Ugi Cyclization for the Construction of Diverse Heterocyclic Compounds: Recent Updates
title_fullStr Post-Ugi Cyclization for the Construction of Diverse Heterocyclic Compounds: Recent Updates
title_full_unstemmed Post-Ugi Cyclization for the Construction of Diverse Heterocyclic Compounds: Recent Updates
title_short Post-Ugi Cyclization for the Construction of Diverse Heterocyclic Compounds: Recent Updates
title_sort post-ugi cyclization for the construction of diverse heterocyclic compounds: recent updates
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6256255/
https://www.ncbi.nlm.nih.gov/pubmed/30525022
http://dx.doi.org/10.3389/fchem.2018.00557
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