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The Bucherer–Bergs Multicomponent Synthesis of Hydantoins—Excellence in Simplicity

Hydantoins and their hybrids with other molecules represent a very important group of heterocycles because they exhibit diverse biological and pharmacological activities in medicinal and agrochemical applications. They also serve as key precursors in the chemical or enzymatic synthesis of significan...

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Detalles Bibliográficos
Autores principales: Kalník, Martin, Gabko, Peter, Bella, Maroš, Koóš, Miroslav
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8271528/
https://www.ncbi.nlm.nih.gov/pubmed/34209381
http://dx.doi.org/10.3390/molecules26134024
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author Kalník, Martin
Gabko, Peter
Bella, Maroš
Koóš, Miroslav
author_facet Kalník, Martin
Gabko, Peter
Bella, Maroš
Koóš, Miroslav
author_sort Kalník, Martin
collection PubMed
description Hydantoins and their hybrids with other molecules represent a very important group of heterocycles because they exhibit diverse biological and pharmacological activities in medicinal and agrochemical applications. They also serve as key precursors in the chemical or enzymatic synthesis of significant nonnatural α-amino acids and their conjugates with medical potential. This review provides a comprehensive treatment of the synthesis of hydantoins via the Bucherer–Bergs reaction including the Hoyer modification but limited to free carbonyl compounds or carbonyl compounds protected as acetals (ketals) and cyanohydrins used as starting reaction components. In this respect, the Bucherer–Bergs reaction provides an efficient and simple method in the synthesis of important natural products as well as for the preparation of new organic compounds applicable as potential therapeutics. The scope and limitations, as well as a comparison with some other methods for preparing hydantoins, are also discussed.
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spelling pubmed-82715282021-07-11 The Bucherer–Bergs Multicomponent Synthesis of Hydantoins—Excellence in Simplicity Kalník, Martin Gabko, Peter Bella, Maroš Koóš, Miroslav Molecules Review Hydantoins and their hybrids with other molecules represent a very important group of heterocycles because they exhibit diverse biological and pharmacological activities in medicinal and agrochemical applications. They also serve as key precursors in the chemical or enzymatic synthesis of significant nonnatural α-amino acids and their conjugates with medical potential. This review provides a comprehensive treatment of the synthesis of hydantoins via the Bucherer–Bergs reaction including the Hoyer modification but limited to free carbonyl compounds or carbonyl compounds protected as acetals (ketals) and cyanohydrins used as starting reaction components. In this respect, the Bucherer–Bergs reaction provides an efficient and simple method in the synthesis of important natural products as well as for the preparation of new organic compounds applicable as potential therapeutics. The scope and limitations, as well as a comparison with some other methods for preparing hydantoins, are also discussed. MDPI 2021-06-30 /pmc/articles/PMC8271528/ /pubmed/34209381 http://dx.doi.org/10.3390/molecules26134024 Text en © 2021 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Review
Kalník, Martin
Gabko, Peter
Bella, Maroš
Koóš, Miroslav
The Bucherer–Bergs Multicomponent Synthesis of Hydantoins—Excellence in Simplicity
title The Bucherer–Bergs Multicomponent Synthesis of Hydantoins—Excellence in Simplicity
title_full The Bucherer–Bergs Multicomponent Synthesis of Hydantoins—Excellence in Simplicity
title_fullStr The Bucherer–Bergs Multicomponent Synthesis of Hydantoins—Excellence in Simplicity
title_full_unstemmed The Bucherer–Bergs Multicomponent Synthesis of Hydantoins—Excellence in Simplicity
title_short The Bucherer–Bergs Multicomponent Synthesis of Hydantoins—Excellence in Simplicity
title_sort bucherer–bergs multicomponent synthesis of hydantoins—excellence in simplicity
topic Review
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8271528/
https://www.ncbi.nlm.nih.gov/pubmed/34209381
http://dx.doi.org/10.3390/molecules26134024
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