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The development of Friedländer heteroannulation through a single electron transfer and energy transfer pathway using methylene blue (MB(+))
The radical Friedländer hetero-annulation of 2-aminoaryl ketone and -methylene carbonyl compound was used to develop a green tandem approach for the metal-free synthesis of polysubstitutedquinolines. At room temperature in an ethanol solvent, photo-excited state functions generated from MB(+) were u...
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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Nature Publishing Group UK
2022
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9068815/ https://www.ncbi.nlm.nih.gov/pubmed/35508509 http://dx.doi.org/10.1038/s41598-022-11349-8 |
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author | Mohamadpour, Farzaneh |
author_facet | Mohamadpour, Farzaneh |
author_sort | Mohamadpour, Farzaneh |
collection | PubMed |
description | The radical Friedländer hetero-annulation of 2-aminoaryl ketone and -methylene carbonyl compound was used to develop a green tandem approach for the metal-free synthesis of polysubstitutedquinolines. At room temperature in an ethanol solvent, photo-excited state functions generated from MB(+) were used as single-electron transfer (SET) and energy transfer (EnT) catalysts, utilizing visible light as a renewable energy source in the air atmosphere. The purpose of this research is to increase the use of a nonmetal cationic dye that is both inexpensive and widely available. High yields, energy-effectiveness, high atom economy, time-saving features of the reaction, and operational simplicity, and the least amount of a catalyst are the benefits of this study. As a result, a wide range of ecological and long-term chemical properties are obtained. Polysubstitutedquinolines' turnover number (TON) and turnover frequency (TOF) have been calculated. Surprisingly, such cyclization can be accomplished on a gram scale, indicating that the process has industrial potential. |
format | Online Article Text |
id | pubmed-9068815 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | Nature Publishing Group UK |
record_format | MEDLINE/PubMed |
spelling | pubmed-90688152022-05-05 The development of Friedländer heteroannulation through a single electron transfer and energy transfer pathway using methylene blue (MB(+)) Mohamadpour, Farzaneh Sci Rep Article The radical Friedländer hetero-annulation of 2-aminoaryl ketone and -methylene carbonyl compound was used to develop a green tandem approach for the metal-free synthesis of polysubstitutedquinolines. At room temperature in an ethanol solvent, photo-excited state functions generated from MB(+) were used as single-electron transfer (SET) and energy transfer (EnT) catalysts, utilizing visible light as a renewable energy source in the air atmosphere. The purpose of this research is to increase the use of a nonmetal cationic dye that is both inexpensive and widely available. High yields, energy-effectiveness, high atom economy, time-saving features of the reaction, and operational simplicity, and the least amount of a catalyst are the benefits of this study. As a result, a wide range of ecological and long-term chemical properties are obtained. Polysubstitutedquinolines' turnover number (TON) and turnover frequency (TOF) have been calculated. Surprisingly, such cyclization can be accomplished on a gram scale, indicating that the process has industrial potential. Nature Publishing Group UK 2022-05-04 /pmc/articles/PMC9068815/ /pubmed/35508509 http://dx.doi.org/10.1038/s41598-022-11349-8 Text en © The Author(s) 2022 https://creativecommons.org/licenses/by/4.0/Open Access This 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/) . |
spellingShingle | Article Mohamadpour, Farzaneh The development of Friedländer heteroannulation through a single electron transfer and energy transfer pathway using methylene blue (MB(+)) |
title | The development of Friedländer heteroannulation through a single electron transfer and energy transfer pathway using methylene blue (MB(+)) |
title_full | The development of Friedländer heteroannulation through a single electron transfer and energy transfer pathway using methylene blue (MB(+)) |
title_fullStr | The development of Friedländer heteroannulation through a single electron transfer and energy transfer pathway using methylene blue (MB(+)) |
title_full_unstemmed | The development of Friedländer heteroannulation through a single electron transfer and energy transfer pathway using methylene blue (MB(+)) |
title_short | The development of Friedländer heteroannulation through a single electron transfer and energy transfer pathway using methylene blue (MB(+)) |
title_sort | development of friedländer heteroannulation through a single electron transfer and energy transfer pathway using methylene blue (mb(+)) |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9068815/ https://www.ncbi.nlm.nih.gov/pubmed/35508509 http://dx.doi.org/10.1038/s41598-022-11349-8 |
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