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Substituted Dihydropyridine Synthesis by Dearomatization of Pyridines
Dearomatization is an effective method to transform readily available N‐heterocycles into partially saturated motifs. Manipulation of dihydro‐derivatives holds great potential and provides access to a variety of semi‐saturated N‐heterocyclic building blocks. However, current strategies are limited i...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
John Wiley and Sons Inc.
2021
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8252501/ https://www.ncbi.nlm.nih.gov/pubmed/33830616 http://dx.doi.org/10.1002/anie.202104115 |
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author | Heusler, Arne Fliege, Julian Wagener, Tobias Glorius, Frank |
author_facet | Heusler, Arne Fliege, Julian Wagener, Tobias Glorius, Frank |
author_sort | Heusler, Arne |
collection | PubMed |
description | Dearomatization is an effective method to transform readily available N‐heterocycles into partially saturated motifs. Manipulation of dihydro‐derivatives holds great potential and provides access to a variety of semi‐saturated N‐heterocyclic building blocks. However, current strategies are limited in scope and the use of sensitive reagents restricts the applicability in synthetic laboratories. Herein, we report the synthesis of a broad variety of N‐substituted 1,4‐ and 1,2‐dihydropyridines by very mild and selective reduction with amine borane for the first time. |
format | Online Article Text |
id | pubmed-8252501 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
spelling | pubmed-82525012021-07-07 Substituted Dihydropyridine Synthesis by Dearomatization of Pyridines Heusler, Arne Fliege, Julian Wagener, Tobias Glorius, Frank Angew Chem Int Ed Engl Communications Dearomatization is an effective method to transform readily available N‐heterocycles into partially saturated motifs. Manipulation of dihydro‐derivatives holds great potential and provides access to a variety of semi‐saturated N‐heterocyclic building blocks. However, current strategies are limited in scope and the use of sensitive reagents restricts the applicability in synthetic laboratories. Herein, we report the synthesis of a broad variety of N‐substituted 1,4‐ and 1,2‐dihydropyridines by very mild and selective reduction with amine borane for the first time. John Wiley and Sons Inc. 2021-05-10 2021-06-14 /pmc/articles/PMC8252501/ /pubmed/33830616 http://dx.doi.org/10.1002/anie.202104115 Text en © 2021 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH https://creativecommons.org/licenses/by/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited. |
spellingShingle | Communications Heusler, Arne Fliege, Julian Wagener, Tobias Glorius, Frank Substituted Dihydropyridine Synthesis by Dearomatization of Pyridines |
title | Substituted Dihydropyridine Synthesis by Dearomatization of Pyridines |
title_full | Substituted Dihydropyridine Synthesis by Dearomatization of Pyridines |
title_fullStr | Substituted Dihydropyridine Synthesis by Dearomatization of Pyridines |
title_full_unstemmed | Substituted Dihydropyridine Synthesis by Dearomatization of Pyridines |
title_short | Substituted Dihydropyridine Synthesis by Dearomatization of Pyridines |
title_sort | substituted dihydropyridine synthesis by dearomatization of pyridines |
topic | Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8252501/ https://www.ncbi.nlm.nih.gov/pubmed/33830616 http://dx.doi.org/10.1002/anie.202104115 |
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