4.3 Article

One-pot multicomponent green synthesis of novel series of 4-hydroxy-2-pyridone-fused spiropyrans catalyzed by acetic acid

Journal

SYNTHETIC COMMUNICATIONS
Volume 53, Issue 17, Pages 1439-1450

Publisher

TAYLOR & FRANCIS INC
DOI: 10.1080/00397911.2023.2230504

Keywords

4-Hydroxy-pyridine-2-one; isatin; multicomponent reaction; ninhydrin; spiropyran; >

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An efficient one-pot multicomponent reaction was developed for synthesizing a novel series of 4-hydroxy-2-pyridone-fused spiropyran. This reaction involved the reaction of 4-hydroxy-6-methylpyridine-2-ones alkaloids, malononitrile or ethyl cyanoacetate, and ninhydrin or isatin derivatives. The optimized conditions included ethanol solvent, acetic acid as catalyst, ambient temperature (for ninhydrin) or 70 °C (for isatin), and 8 hr reaction time. The synthesis offered mild and safe conditions, easy work-up and separation, high to excellent yields, and eco-compatibility for potentially bio-effective novel products.
An efficient one-pot multicomponent reaction is reported for synthesizing a novel series 4-hydroxy-2-pyridone-fused spiropyran through the reaction of 4-hydroxy-6-methylpyridine-2-ones alkaloids, malononitrile or ethyl cyanoacetate, and ninhydrin or isatin derivatives. The optimized conditions for this reaction were obtained in ethanol solvent, acetic acid as catalyst, ambient temperature (for ninhydrin) or 70 & DEG;C (for isatin), and 8 hr reaction time. Mild and safe conditions, easy work-up and separation, high to excellent yields, and eco-compatibility are the main advantages of this synthesis for affording potentially bio-effective novel products.

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