Hydrogen Bond Assisted Three-Component Tandem Reactions to Access N-Alkyl-4-Quinolones

Hydrogen-bonding catalytic reactions have gained great interest. Herein, a hydrogen-bond-assisted three-component tandem reaction for the efficient synthesis of N-alkyl-4-quinolones is described. This novel strategy features the first proof of polyphosphate ester (PPE) as a dual hydrogen-bonding cat...

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Autores principales: Liu, Huanhuan, Liu, Huadan, Wang, Enhua, Li, Liangqun, Luo, Zhongsheng, Cao, Jiafu, Chen, Jialin, Yang, Lishou, Yang, Xiaosheng
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10005641/
https://www.ncbi.nlm.nih.gov/pubmed/36903552
http://dx.doi.org/10.3390/molecules28052304
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author Liu, Huanhuan
Liu, Huadan
Wang, Enhua
Li, Liangqun
Luo, Zhongsheng
Cao, Jiafu
Chen, Jialin
Yang, Lishou
Yang, Xiaosheng
author_facet Liu, Huanhuan
Liu, Huadan
Wang, Enhua
Li, Liangqun
Luo, Zhongsheng
Cao, Jiafu
Chen, Jialin
Yang, Lishou
Yang, Xiaosheng
author_sort Liu, Huanhuan
collection PubMed
description Hydrogen-bonding catalytic reactions have gained great interest. Herein, a hydrogen-bond-assisted three-component tandem reaction for the efficient synthesis of N-alkyl-4-quinolones is described. This novel strategy features the first proof of polyphosphate ester (PPE) as a dual hydrogen-bonding catalyst and the use of readily available starting materials for the preparation of N-alkyl-4-quinolones. The method provides a diversity of N-alkyl-4-quinolones in moderate to good yields. The compound 4h demonstrated good neuroprotective activity against N-methyl-ᴅ-aspartate (NMDA)-induced excitotoxicity in PC12 cells.
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spelling pubmed-100056412023-03-11 Hydrogen Bond Assisted Three-Component Tandem Reactions to Access N-Alkyl-4-Quinolones Liu, Huanhuan Liu, Huadan Wang, Enhua Li, Liangqun Luo, Zhongsheng Cao, Jiafu Chen, Jialin Yang, Lishou Yang, Xiaosheng Molecules Article Hydrogen-bonding catalytic reactions have gained great interest. Herein, a hydrogen-bond-assisted three-component tandem reaction for the efficient synthesis of N-alkyl-4-quinolones is described. This novel strategy features the first proof of polyphosphate ester (PPE) as a dual hydrogen-bonding catalyst and the use of readily available starting materials for the preparation of N-alkyl-4-quinolones. The method provides a diversity of N-alkyl-4-quinolones in moderate to good yields. The compound 4h demonstrated good neuroprotective activity against N-methyl-ᴅ-aspartate (NMDA)-induced excitotoxicity in PC12 cells. MDPI 2023-03-02 /pmc/articles/PMC10005641/ /pubmed/36903552 http://dx.doi.org/10.3390/molecules28052304 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
Liu, Huanhuan
Liu, Huadan
Wang, Enhua
Li, Liangqun
Luo, Zhongsheng
Cao, Jiafu
Chen, Jialin
Yang, Lishou
Yang, Xiaosheng
Hydrogen Bond Assisted Three-Component Tandem Reactions to Access N-Alkyl-4-Quinolones
title Hydrogen Bond Assisted Three-Component Tandem Reactions to Access N-Alkyl-4-Quinolones
title_full Hydrogen Bond Assisted Three-Component Tandem Reactions to Access N-Alkyl-4-Quinolones
title_fullStr Hydrogen Bond Assisted Three-Component Tandem Reactions to Access N-Alkyl-4-Quinolones
title_full_unstemmed Hydrogen Bond Assisted Three-Component Tandem Reactions to Access N-Alkyl-4-Quinolones
title_short Hydrogen Bond Assisted Three-Component Tandem Reactions to Access N-Alkyl-4-Quinolones
title_sort hydrogen bond assisted three-component tandem reactions to access n-alkyl-4-quinolones
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10005641/
https://www.ncbi.nlm.nih.gov/pubmed/36903552
http://dx.doi.org/10.3390/molecules28052304
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