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http://hdl.handle.net/10773/20050| Title: | Synthesis of 3-(2-nitrovinyl)-4H-chromones: useful scaffolds for the construction of biologically relevant 3-(pyrazol-5-yl)chromones |
| Author: | Soengas, Raquel G. Silva, Vera L. M. Ide, Daisuke Kato, Atsushi Cardoso, Susana M. Almeida Paz, Filipe A. Silva, Artur M. S. |
| Keywords: | ALPHA-GLUCOSIDASE INHIBITORS ANTIOXIDANT ACTIVITY PYRAZOLE DERIVATIVES MEDIATED REACTION AGENTS NITROOLEFINS IDENTIFICATION ANTIBACTERIAL HYDRAZONES SCAVENGERS |
| Issue Date: | 2016 |
| Publisher: | PERGAMON-ELSEVIER SCIENCE LTD |
| Abstract: | The Henry-type Barbier addition of bromonitromethane to 3-formylchromone, immediately followed by acetylation and concomitant elimination to afford nitroalkenes in excellent yield and total (E)-selectivity is described. Cycloaddition of N-methylhydrazones with the obtained nitroalkenes gave the corresponding pyrazoles. Among the prepared pyrazoles, derivative 6j, which contains a catechol moiety, showed simultaneously a potent 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radical scavenging activity and an alpha-glucosidase inhibitory activities. (C) 2016 Elsevier Ltd. All rights reserved. |
| Peer review: | yes |
| URI: | http://hdl.handle.net/10773/20050 |
| DOI: | 10.1016/j.tet.2016.04.042 |
| ISSN: | 0040-4020 |
| Publisher Version: | 10.1016/j.tet.2016.04.042 |
| Appears in Collections: | CICECO - Artigos |
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| File | Description | Size | Format | |
|---|---|---|---|---|
| Synthesis of 3-(2-nitrovinyl)-4H-chromones Useful scaffolds for the construction of biologically relevant 3-(pyrazol-5-yl)chromones_10.1016j.tet.2016.04.042.pdf | 504.58 kB | Adobe PDF |  |
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