A new approach to access of 4-organoselenylisoxazoles using the diorganyl diselenide/Oxone® oxidant system
In this work, we describe a new protocol to the synthesis of 4-organoselenylisoxazoles using an oxidant system. This transition metal-free method explores the reaction between 1,3-diarylprop-2-yn-1-one O-methyloximes and diorganoyl diselenides in ethanol as solvent, in the presence of Oxone® as oxidant at 100 °C. A total of thirteen compounds was prepared, including two so far unpublished molecules, in yields ranging from 42 to 99%. Furthermore, some control experiments and a scale-up study were performed, to demonstrate the usefulness of this methodology.
Authors
- Sofia Fernandes (ORCID: https://orcid.org/0000-0003-3613-9736)
- Helen A. Goulart (ORCID: https://orcid.org/0000-0002-9519-2783)
- Gelson Perin (ORCID: https://orcid.org/0000-0003-0359-0811)
- Márcio S. Silva (ORCID: https://orcid.org/0000-0002-7606-564X)
- Paola S. Hellwig (ORCID: https://orcid.org/0000-0002-6087-707X)
- Krigor B. Silva
- Eder J. Lenardão (ORCID: https://orcid.org/0000-0001-7920-3289)
Institutions
- Universidade Federal de Pelotas (BR)
- Universidade Federal de Santa Maria (BR)
Publication Details
- Journal
- Discover Chemistry.
- Published
- 2025-09-09
- DOI
- https://doi.org/10.1007/s44371-025-00285-x
- Primary Topic
- Organoselenium and organotellurium chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- Coordenação de Aperfeiçoamento de Pessoal de Nível Superior
- Conselho Nacional de Desenvolvimento Científico e Tecnológico
- Fundação de Amparo à Pesquisa do Estado do Rio Grande do Sul
- Financiadora de Estudos e Projetos