One-pot Vilsmeier reagent-mediated multicomponent reaction: A direct synthesis of oxazolones and Erlenmeyer azlactones from carboxylic acids |
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Authors: | Abdulhamid Fadavi Maaroof Zarei |
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Institution: | 1. Department of Chemistry, Marvdasht Branch, Islamic Azad University, Marvdasht, Iran;2. Department of Chemistry, Faculty of Sciences, University of Hormozgan, Bandar Abbas 71961, Iran |
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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 |
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