One-pot Vilsmeier reagent-mediated multicomponent reaction: A direct synthesis of oxazolones and Erlenmeyer azlactones from carboxylic acids - 28/02/18
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Abstract |
N-Acylation of glycine with carboxylic acids was carried out by using the Vilsmeier reagent. The resulting N-acyl-α-amino acids were subsequently cyclodehydrated into oxazol-5-ones via the Vilsmeier reagent. Finally, treatment of oxazol-5-ones with aldehydes in the presence of the Vilsmeier reagent delivered Erlenmeyer azlactones. By combining these steps, using the Vilsmeier reagent allowed direct one-pot conversion of carboxylic acids into oxazol-5-ones and direct one-pot conversion of carboxylic acids into Erlenmeyer azlactones in the presence of aldehydes. These Vilsmeier reagent-mediated multicomponent reactions proceeded smoothly in reasonable chemical yields at room temperature. The chemical structure of the title compounds was confirmed by spectral data.
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Keywords : Oxazol-5-ones, Erlenmeyer azlactones, Vilsmeier reagent, Cyclodehydration, One-pot synthesis
Esquema
Vol 21 - N° 1
P. 9-13 - janvier 2018 Regresar al númeroBienvenido a EM-consulte, la referencia de los profesionales de la salud.
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