One-pot Vilsmeier reagent-mediated multicomponent reaction: A direct synthesis of oxazolones and Erlenmeyer azlactones from carboxylic acids

摘要

N-Acylation of glycine with carboxylic acids was carried out by using the Vilsmeier reagent. The resulting N-acyl-alpha-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. (C) 2017 Academie des sciences. Published by Elsevier Masson SAS. All rights reserved.