A modified approach for the synthesis of biologically relevant 5-substituted-2-N-aryl-1,3-oxazole derivatives in mild conditions
| Autor: | Ayyiliath M. Sajith, R. Udhayasurian, K. Sivakumar, Muthipeedika Nibin Joy |
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| Rok vydání: | 2020 |
| Předmět: |
polymer-supported catalyst
Science (General) microwave Aryl oxazole 02 engineering and technology 021001 nanoscience & nanotechnology amide 01 natural sciences Combinatorial chemistry triphenylphosphine 010305 fluids & plasmas Q1-390 chemistry.chemical_compound chemistry Amide 0103 physical sciences Triphenylphosphine 0210 nano-technology Oxazole |
| Zdroj: | Journal of Taibah University for Science, Vol 14, Iss 1, Pp 807-811 (2020) |
| ISSN: | 1658-3655 |
| DOI: | 10.1080/16583655.2020.1777782 |
| Popis: | We herein report a modified approach for the synthesis of some pharmacologically relevant oxazole derivatives linked with amides under mild conditions. The utilization of polymer-supported triphenylphosphine (poly-TPP) as a phosphine ligand for generating the key iminophosphorane intermediate was found to be vital for achieving the synthesis of oxazole in room temperature. This alternative approach relying on the cyclization reaction of readily available phenacyl azide and phenyl isothiocyanate rendered the oxazole derivative 3a in excellent yield. This methodology has been applied for the synthesis of a more decorated oxazole derivative 3b having ester functionality and was further converted to different amides under microwave irradiation in good to excellent yields in the later stage. |
| Databáze: | OpenAIRE |
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