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Gold(I)-Catalyzed Reactivity of Furan-ynes with N-Oxides: Synthesis of Substituted Dihydropyridinones and Pyranones
[Image: see text] The reactivity of “furan-ynes” in combination with pyridine and quinoline N-oxides in the presence of a Au(I) catalyst, has been studied, enabling the synthesis of three different heterocyclic scaffolds. Selective access to two out of the three possible products, a dihydropyridinon...
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/PMC8279485/ https://www.ncbi.nlm.nih.gov/pubmed/34100288 http://dx.doi.org/10.1021/acs.joc.1c00746 |
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author | Nejrotti, Stefano Marra, Francesco Priola, Emanuele Maranzana, Andrea Prandi, Cristina |
author_facet | Nejrotti, Stefano Marra, Francesco Priola, Emanuele Maranzana, Andrea Prandi, Cristina |
author_sort | Nejrotti, Stefano |
collection | PubMed |
description | [Image: see text] The reactivity of “furan-ynes” in combination with pyridine and quinoline N-oxides in the presence of a Au(I) catalyst, has been studied, enabling the synthesis of three different heterocyclic scaffolds. Selective access to two out of the three possible products, a dihydropyridinone and a furan enone, has been achieved through the fine-tuning of the reaction conditions. The reactions proceed smoothly at room temperature and open-air, and were further extended to a broad substrate scope, thus affording functionalized dihydropyridinones and pyranones. |
format | Online Article Text |
id | pubmed-8279485 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | American Chemical
Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-82794852021-07-15 Gold(I)-Catalyzed Reactivity of Furan-ynes with N-Oxides: Synthesis of Substituted Dihydropyridinones and Pyranones Nejrotti, Stefano Marra, Francesco Priola, Emanuele Maranzana, Andrea Prandi, Cristina J Org Chem [Image: see text] The reactivity of “furan-ynes” in combination with pyridine and quinoline N-oxides in the presence of a Au(I) catalyst, has been studied, enabling the synthesis of three different heterocyclic scaffolds. Selective access to two out of the three possible products, a dihydropyridinone and a furan enone, has been achieved through the fine-tuning of the reaction conditions. The reactions proceed smoothly at room temperature and open-air, and were further extended to a broad substrate scope, thus affording functionalized dihydropyridinones and pyranones. American Chemical Society 2021-06-08 2021-06-18 /pmc/articles/PMC8279485/ /pubmed/34100288 http://dx.doi.org/10.1021/acs.joc.1c00746 Text en © 2021 The Authors. Published by American Chemical Society 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 | Nejrotti, Stefano Marra, Francesco Priola, Emanuele Maranzana, Andrea Prandi, Cristina Gold(I)-Catalyzed Reactivity of Furan-ynes with N-Oxides: Synthesis of Substituted Dihydropyridinones and Pyranones |
title | Gold(I)-Catalyzed Reactivity
of Furan-ynes with N-Oxides: Synthesis of
Substituted Dihydropyridinones
and Pyranones |
title_full | Gold(I)-Catalyzed Reactivity
of Furan-ynes with N-Oxides: Synthesis of
Substituted Dihydropyridinones
and Pyranones |
title_fullStr | Gold(I)-Catalyzed Reactivity
of Furan-ynes with N-Oxides: Synthesis of
Substituted Dihydropyridinones
and Pyranones |
title_full_unstemmed | Gold(I)-Catalyzed Reactivity
of Furan-ynes with N-Oxides: Synthesis of
Substituted Dihydropyridinones
and Pyranones |
title_short | Gold(I)-Catalyzed Reactivity
of Furan-ynes with N-Oxides: Synthesis of
Substituted Dihydropyridinones
and Pyranones |
title_sort | gold(i)-catalyzed reactivity
of furan-ynes with n-oxides: synthesis of
substituted dihydropyridinones
and pyranones |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8279485/ https://www.ncbi.nlm.nih.gov/pubmed/34100288 http://dx.doi.org/10.1021/acs.joc.1c00746 |
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