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Molecules ; 29(6)2024 Mar 12.
Artículo en Inglés | MEDLINE | ID: mdl-38542890

RESUMEN

An unparalleled copper(I)-catalyzed synthesis of 1,3,4-oxadiazoles from tertiary amines in one step has been described. The one-pot reactions involving (N-isocyanimine)triphenylphosphorane, tertiary amines, and carboxylic acids resulted in the formation of 1,3,4-oxadiazoles in moderate to good yields through a consecutive oxidative Ugi/aza-Wittig reaction, enabling the direct functionalization of sp3 C-H bonds adjacent to the nitrogen atom. This method offered several notable advantages, including ligands-free, exceptional productivity and a high functional group tolerance. The preliminary biological evaluation demonstrated that compound 4f inhibited hepatoma cells efficiently, suggesting potentially broad applications of the approach for synthesis and medicinal chemistry.


Asunto(s)
Cobre , Compuestos Organofosforados , Oxadiazoles , Cobre/química , Oxadiazoles/química , Aminas/química , Catálisis , Estrés Oxidativo
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