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Selected Methodologies Convenient for the Synthesis of N,5‐Diaryloxazole‐2‐amine Pharmacophore
Authors:Lucia Lintnerová  Lucia Ková?iková  Gilles Hanquet  Andrej Bohá?
Institution:1. Department of Organic Chemistry, Faculty of Natural Sciences, Comenius University, Bratislava, Slovakia;2. Institute of Experimental Pharmacology and Toxicology, Slovak Academy of Sciences, Bratislava, Slovakia;3. Ecole européenne de Chimie, Polymères et Matériaux (ECPM), Laboratoire de stéréochimie (UMR CNRS 7509), Université de Strasbourg, Strasbourg, France
Abstract:N,5‐Diaryloxazole‐2‐amine moiety is a strong pharmacophore found in 775 biologically active compounds possessing antitumor, anti‐infective, immunosuppressive, anti‐inflammatory, and other activities. Despite a broad biological exploitation, synthesis of N,5‐diaryloxazole‐2‐amine‐containing compounds is still not well developed. Preparation of oxazole‐2‐amine moiety is a relatively complex topic, and often low yields are observed. In this article, we discussed four synthetic methodologies and provided some generalization of their advantages, as well as further synthetic development. Using these methodologies, we prepared all together 10 new oxazole‐2‐amine derivatives and discovered presence of urea and enamine side products.
Keywords:
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