Inicio  /  Antioxidants  /  Vol: 9 Par: 4 (2020)  /  Artículo
ARTÍCULO
TITULO

Sustainable Synthesis of p-Hydroxycinnamic Diacids through Proline-Mediated Knoevenagel Condensation in Ethanol: An Access to Potent Phenolic UV Filters and Radical Scavengers

Benjamin Rioux    
Cédric Peyrot    
Matthieu M. Mention    
Fanny Brunissen and Florent Allais    

Resumen

p-Hydroxycinnamic diacids are reaction intermediates of the classical Knoevenagel?Doebner condensation between malonic acid and benzaldehydes. As they are generally obtained in low yields, they remain relatively under-studied and under-exploited. Herein, we developed and optimized a sustainable synthetic procedure allowing the production of these compounds in good to high yields (60?80%) using proline as the catalyst and ethanol as the solvent. Study of their antioxidant and anti-UV activities revealed that these p-hydroxycinnamic diacids were not only potent radical scavengers but also efficient UV filters exhibiting high photostability.

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