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Photochemical synthesis of pyrano[2,3-d]pyrimidine scaffolds using photoexcited organic dye, Na(2) eosin Y as direct hydrogen atom transfer (HAT) photocatalyst via visible light-mediated under air atmosphere
The Knoevenagel-Michael cyclocondensation of barbituric acid/1,3-dimethylbarbituric acid, malononitrile, and arylaldehyde derivatives was used to construct a multicomponent green tandem method for the metal-free synthesis of pyrano[2,3-d]pyrimidine scaffolds. At room temperature in aqueous ethanol,...
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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Springer International Publishing
2023
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9906854/ https://www.ncbi.nlm.nih.gov/pubmed/36750909 http://dx.doi.org/10.1186/s13065-023-00912-7 |
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author | Mohamadpour, Farzaneh |
author_facet | Mohamadpour, Farzaneh |
author_sort | Mohamadpour, Farzaneh |
collection | PubMed |
description | The Knoevenagel-Michael cyclocondensation of barbituric acid/1,3-dimethylbarbituric acid, malononitrile, and arylaldehyde derivatives was used to construct a multicomponent green tandem method for the metal-free synthesis of pyrano[2,3-d]pyrimidine scaffolds. At room temperature in aqueous ethanol, photo-excited state functions generated from Na(2) eosin Y were employed as direct hydrogen atom transfer (HAT) catalysts by visible light mediated in the air atmosphere. This research looks towards expanding the use of a non-metallic organic dye that is both affordable and readily available. Because of its good yields, energy-effectiveness, high atom economy, time-saving qualities of the reaction, and operational simplicity, Na(2) eosin Y is photochemically produced with the least amount of a catalyst. As a result, various ecological and sustainable chemical properties are met. Surprisingly, such cyclization may be carried out on a gram scale, indicating the reaction's potential industrial application. SUPPLEMENTARY INFORMATION: The online version contains supplementary material available at 10.1186/s13065-023-00912-7. |
format | Online Article Text |
id | pubmed-9906854 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | Springer International Publishing |
record_format | MEDLINE/PubMed |
spelling | pubmed-99068542023-02-08 Photochemical synthesis of pyrano[2,3-d]pyrimidine scaffolds using photoexcited organic dye, Na(2) eosin Y as direct hydrogen atom transfer (HAT) photocatalyst via visible light-mediated under air atmosphere Mohamadpour, Farzaneh BMC Chem Research The Knoevenagel-Michael cyclocondensation of barbituric acid/1,3-dimethylbarbituric acid, malononitrile, and arylaldehyde derivatives was used to construct a multicomponent green tandem method for the metal-free synthesis of pyrano[2,3-d]pyrimidine scaffolds. At room temperature in aqueous ethanol, photo-excited state functions generated from Na(2) eosin Y were employed as direct hydrogen atom transfer (HAT) catalysts by visible light mediated in the air atmosphere. This research looks towards expanding the use of a non-metallic organic dye that is both affordable and readily available. Because of its good yields, energy-effectiveness, high atom economy, time-saving qualities of the reaction, and operational simplicity, Na(2) eosin Y is photochemically produced with the least amount of a catalyst. As a result, various ecological and sustainable chemical properties are met. Surprisingly, such cyclization may be carried out on a gram scale, indicating the reaction's potential industrial application. SUPPLEMENTARY INFORMATION: The online version contains supplementary material available at 10.1186/s13065-023-00912-7. Springer International Publishing 2023-02-07 /pmc/articles/PMC9906854/ /pubmed/36750909 http://dx.doi.org/10.1186/s13065-023-00912-7 Text en © The Author(s) 2023 https://creativecommons.org/licenses/by/4.0/Open AccessThis article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons licence, and indicate if changes were made. The images or other third party material in this article are included in the article's Creative Commons licence, unless indicated otherwise in a credit line to the material. If material is not included in the article's Creative Commons licence and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this licence, visit http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) . The Creative Commons Public Domain Dedication waiver (http://creativecommons.org/publicdomain/zero/1.0/ (https://creativecommons.org/publicdomain/zero/1.0/) ) applies to the data made available in this article, unless otherwise stated in a credit line to the data. |
spellingShingle | Research Mohamadpour, Farzaneh Photochemical synthesis of pyrano[2,3-d]pyrimidine scaffolds using photoexcited organic dye, Na(2) eosin Y as direct hydrogen atom transfer (HAT) photocatalyst via visible light-mediated under air atmosphere |
title | Photochemical synthesis of pyrano[2,3-d]pyrimidine scaffolds using photoexcited organic dye, Na(2) eosin Y as direct hydrogen atom transfer (HAT) photocatalyst via visible light-mediated under air atmosphere |
title_full | Photochemical synthesis of pyrano[2,3-d]pyrimidine scaffolds using photoexcited organic dye, Na(2) eosin Y as direct hydrogen atom transfer (HAT) photocatalyst via visible light-mediated under air atmosphere |
title_fullStr | Photochemical synthesis of pyrano[2,3-d]pyrimidine scaffolds using photoexcited organic dye, Na(2) eosin Y as direct hydrogen atom transfer (HAT) photocatalyst via visible light-mediated under air atmosphere |
title_full_unstemmed | Photochemical synthesis of pyrano[2,3-d]pyrimidine scaffolds using photoexcited organic dye, Na(2) eosin Y as direct hydrogen atom transfer (HAT) photocatalyst via visible light-mediated under air atmosphere |
title_short | Photochemical synthesis of pyrano[2,3-d]pyrimidine scaffolds using photoexcited organic dye, Na(2) eosin Y as direct hydrogen atom transfer (HAT) photocatalyst via visible light-mediated under air atmosphere |
title_sort | photochemical synthesis of pyrano[2,3-d]pyrimidine scaffolds using photoexcited organic dye, na(2) eosin y as direct hydrogen atom transfer (hat) photocatalyst via visible light-mediated under air atmosphere |
topic | Research |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9906854/ https://www.ncbi.nlm.nih.gov/pubmed/36750909 http://dx.doi.org/10.1186/s13065-023-00912-7 |
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