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A Mild and Highly Diastereoselective Preparation of N-Alkenyl-2-Pyridones via 2-Halopyridinium Salts and Aldehydes
[Image: see text] An experimentally simple one-pot preparation of N-alkenyl-2-pyridones is reported. The reaction features mild conditions using readily available 2-halopyridinium salts and aldehydes. N-Alkenyl-2-pyridone formation proceeds with high diastereoselectivity, and a wide range of aldehyd...
Autores principales: | , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2021
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8453634/ https://www.ncbi.nlm.nih.gov/pubmed/34464531 http://dx.doi.org/10.1021/acs.joc.1c01566 |
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author | Shivers, Grant N. Pigge, F. Christopher |
author_facet | Shivers, Grant N. Pigge, F. Christopher |
author_sort | Shivers, Grant N. |
collection | PubMed |
description | [Image: see text] An experimentally simple one-pot preparation of N-alkenyl-2-pyridones is reported. The reaction features mild conditions using readily available 2-halopyridinium salts and aldehydes. N-Alkenyl-2-pyridone formation proceeds with high diastereoselectivity, and a wide range of aldehyde reaction partners is tolerated. Pyridone products are also amenable to further manipulation, including conversion to N-alkyl pyridones and polycyclic ring systems. |
format | Online Article Text |
id | pubmed-8453634 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-84536342021-09-22 A Mild and Highly Diastereoselective Preparation of N-Alkenyl-2-Pyridones via 2-Halopyridinium Salts and Aldehydes Shivers, Grant N. Pigge, F. Christopher J Org Chem [Image: see text] An experimentally simple one-pot preparation of N-alkenyl-2-pyridones is reported. The reaction features mild conditions using readily available 2-halopyridinium salts and aldehydes. N-Alkenyl-2-pyridone formation proceeds with high diastereoselectivity, and a wide range of aldehyde reaction partners is tolerated. Pyridone products are also amenable to further manipulation, including conversion to N-alkyl pyridones and polycyclic ring systems. American Chemical Society 2021-08-31 2021-09-17 /pmc/articles/PMC8453634/ /pubmed/34464531 http://dx.doi.org/10.1021/acs.joc.1c01566 Text en © 2021 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Shivers, Grant N. Pigge, F. Christopher A Mild and Highly Diastereoselective Preparation of N-Alkenyl-2-Pyridones via 2-Halopyridinium Salts and Aldehydes |
title | A Mild and Highly Diastereoselective
Preparation of N-Alkenyl-2-Pyridones via 2-Halopyridinium
Salts and Aldehydes |
title_full | A Mild and Highly Diastereoselective
Preparation of N-Alkenyl-2-Pyridones via 2-Halopyridinium
Salts and Aldehydes |
title_fullStr | A Mild and Highly Diastereoselective
Preparation of N-Alkenyl-2-Pyridones via 2-Halopyridinium
Salts and Aldehydes |
title_full_unstemmed | A Mild and Highly Diastereoselective
Preparation of N-Alkenyl-2-Pyridones via 2-Halopyridinium
Salts and Aldehydes |
title_short | A Mild and Highly Diastereoselective
Preparation of N-Alkenyl-2-Pyridones via 2-Halopyridinium
Salts and Aldehydes |
title_sort | mild and highly diastereoselective
preparation of n-alkenyl-2-pyridones via 2-halopyridinium
salts and aldehydes |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8453634/ https://www.ncbi.nlm.nih.gov/pubmed/34464531 http://dx.doi.org/10.1021/acs.joc.1c01566 |
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