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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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Autor principal: Mohamadpour, Farzaneh
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Springer International Publishing 2023
Materias:
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.
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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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