Benzeneseleninic acid was used under visible light irradiation (white LEDs) to promote the oxidative cyclization of N-propargyl amides to the respective 2-substituted oxazole-5-carbaldehydes. A total of twelve 2-aryl oxazole-5-carbaldehydes, six of them so far unprecedented, were prepared in 30-90 % yield in just 1 hour of reaction at room temperature. No metal catalysts, nor strong oxidants or heating were necessary, making this a mild method to access a valuable class of compounds. The only co-products are water and diphenyl diselenide, that can be recovered and converted to new benzeneseleninic acid for a new reaction.

Visible-Light-Mediated Photocatalytic Synthesis of 2-Substituted Oxazole-5-carbaldehydes Promoted by Benzeneseleninic Acid

Santi, C;
2022

Abstract

Benzeneseleninic acid was used under visible light irradiation (white LEDs) to promote the oxidative cyclization of N-propargyl amides to the respective 2-substituted oxazole-5-carbaldehydes. A total of twelve 2-aryl oxazole-5-carbaldehydes, six of them so far unprecedented, were prepared in 30-90 % yield in just 1 hour of reaction at room temperature. No metal catalysts, nor strong oxidants or heating were necessary, making this a mild method to access a valuable class of compounds. The only co-products are water and diphenyl diselenide, that can be recovered and converted to new benzeneseleninic acid for a new reaction.
2022
File in questo prodotto:
Non ci sono file associati a questo prodotto.

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11391/1542833
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 8
  • ???jsp.display-item.citation.isi??? 8
social impact