One-pot synthesis of 1,2,4-oxadiazoles from chalcogen amino acid derivatives under microwave irradiation
| Autor: | Ricardo S. Schwab, Luciano Dornelles, Oscar E. D. Rodrigues, Natália Quoos, André C. Sauer, Lucas Wolf, João C.P. Mayer |
|---|---|
| Rok vydání: | 2021 |
| Předmět: |
chemistry.chemical_classification
010405 organic chemistry Chemistry Organic Chemistry One-pot synthesis chemistry.chemical_element 010402 general chemistry 01 natural sciences Biochemistry Combinatorial chemistry Sulfur 0104 chemical sciences Amino acid Solvent chemistry.chemical_compound Chalcogen Drug Discovery Atom Acetone Organic synthesis |
| Zdroj: | Tetrahedron. 91:132222 |
| ISSN: | 0040-4020 |
| DOI: | 10.1016/j.tet.2021.132222 |
| Popis: | A series of sulfur- and selenium-bearing, amino acid-derived 1,2,4-oxadiazoles were obtained by a simple procedure. The method consists of EDC-promoted coupling of chalcogen amino acid derivatives with arylamidoximes in acetone, followed by solvent removal and microwave irradiation in water medium. Influence of amidoxime substituents, of the chalcogen atom and of the amino acid side chain is discussed. The results showed this to be a fast, easy and effective method to obtain these compounds, with good functional-group tolerance, potentially favouring future applications in organic synthesis. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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