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Metal-Free Catalyzed Oxidation/Decarboxylative [3+2] Cycloaddition Sequences of 3-Formylchromones to Access Pyrroles with Anti-Cancer Activity

An efficient and direct approach to pyrroles was successfully developed by employing 3-formylchromones as decarboxylative coupling partners, and facilitated by microwave irradiation. The protocol utilizes easily accessible feedstocks, a catalytic amount of DBU without any metals, resulting in high e...

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Autores principales: Li, Xue, Chen, Xing-Yu, Fan, Bing-Ying, Yu, Qun, Lei, Jie, Xu, Zhi-Gang, Chen, Zhong-Zhu
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10673291/
https://www.ncbi.nlm.nih.gov/pubmed/38005323
http://dx.doi.org/10.3390/molecules28227602
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author Li, Xue
Chen, Xing-Yu
Fan, Bing-Ying
Yu, Qun
Lei, Jie
Xu, Zhi-Gang
Chen, Zhong-Zhu
author_facet Li, Xue
Chen, Xing-Yu
Fan, Bing-Ying
Yu, Qun
Lei, Jie
Xu, Zhi-Gang
Chen, Zhong-Zhu
author_sort Li, Xue
collection PubMed
description An efficient and direct approach to pyrroles was successfully developed by employing 3-formylchromones as decarboxylative coupling partners, and facilitated by microwave irradiation. The protocol utilizes easily accessible feedstocks, a catalytic amount of DBU without any metals, resulting in high efficiency and regioselectivity. Notably, all synthesized products were evaluated against five different cancer cell lines and compound 3l selectively inhibited the proliferation of HCT116 cells with an IC(50) value of 10.65 μM.
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spelling pubmed-106732912023-11-15 Metal-Free Catalyzed Oxidation/Decarboxylative [3+2] Cycloaddition Sequences of 3-Formylchromones to Access Pyrroles with Anti-Cancer Activity Li, Xue Chen, Xing-Yu Fan, Bing-Ying Yu, Qun Lei, Jie Xu, Zhi-Gang Chen, Zhong-Zhu Molecules Article An efficient and direct approach to pyrroles was successfully developed by employing 3-formylchromones as decarboxylative coupling partners, and facilitated by microwave irradiation. The protocol utilizes easily accessible feedstocks, a catalytic amount of DBU without any metals, resulting in high efficiency and regioselectivity. Notably, all synthesized products were evaluated against five different cancer cell lines and compound 3l selectively inhibited the proliferation of HCT116 cells with an IC(50) value of 10.65 μM. MDPI 2023-11-15 /pmc/articles/PMC10673291/ /pubmed/38005323 http://dx.doi.org/10.3390/molecules28227602 Text en © 2023 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Li, Xue
Chen, Xing-Yu
Fan, Bing-Ying
Yu, Qun
Lei, Jie
Xu, Zhi-Gang
Chen, Zhong-Zhu
Metal-Free Catalyzed Oxidation/Decarboxylative [3+2] Cycloaddition Sequences of 3-Formylchromones to Access Pyrroles with Anti-Cancer Activity
title Metal-Free Catalyzed Oxidation/Decarboxylative [3+2] Cycloaddition Sequences of 3-Formylchromones to Access Pyrroles with Anti-Cancer Activity
title_full Metal-Free Catalyzed Oxidation/Decarboxylative [3+2] Cycloaddition Sequences of 3-Formylchromones to Access Pyrroles with Anti-Cancer Activity
title_fullStr Metal-Free Catalyzed Oxidation/Decarboxylative [3+2] Cycloaddition Sequences of 3-Formylchromones to Access Pyrroles with Anti-Cancer Activity
title_full_unstemmed Metal-Free Catalyzed Oxidation/Decarboxylative [3+2] Cycloaddition Sequences of 3-Formylchromones to Access Pyrroles with Anti-Cancer Activity
title_short Metal-Free Catalyzed Oxidation/Decarboxylative [3+2] Cycloaddition Sequences of 3-Formylchromones to Access Pyrroles with Anti-Cancer Activity
title_sort metal-free catalyzed oxidation/decarboxylative [3+2] cycloaddition sequences of 3-formylchromones to access pyrroles with anti-cancer activity
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10673291/
https://www.ncbi.nlm.nih.gov/pubmed/38005323
http://dx.doi.org/10.3390/molecules28227602
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