2. Academic Validation
  3. Hydrogen Bond Assisted Three-Component Tandem Reactions to Access N-Alkyl-4-Quinolones

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

  • Molecules. 2023 Mar 2;28(5):2304. doi: 10.3390/molecules28052304.
Huanhuan Liu 1 2,  Huadan Liu 1 2,  Enhua Wang 3,  Liangqun Li 1 2,  Zhongsheng Luo 1 2,  Jiafu Cao 1 2,  Jialin Chen 1 2,  Lishou Yang 1 2,  Xiaosheng Yang 1 2
Affiliations

Affiliations

  • 1 State Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medical University, Guiyang 550014, China.
  • 2 The Key Laboratory of Chemistry for Natural Products of Guizhou Province and Chinese Academy of Sciences, Guiyang 550014, China.
  • 3 Department of Food and Medicine, Guizhou Vocational College of Agriculture, Qingzhen 551400, China.
PMID: 36903552 DOI: 10.3390/molecules28052304
Abstract

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.

Keywords

N-alkyl-4-quinolones; hydrogen bond; neuroprotective activity; polyphosphate ester; polyphosphoric acid.

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