Abstract
A Selectfluor and base mediated protocol for the synthesis of cyclohexanone ring fused isoxazole derivatives from isoxazoline N-oxides has been successfully developed. This rapid, one-pot, two-step transformation is achieved in acetonitrile, through nitroso intermediate followed by hydration, defluorination and N-O coupling in the presence of triethylamine. The scope and mechanism of the protocol have been demonstrated.
| Original language | English |
|---|---|
| Pages (from-to) | 7505-7510 |
| Number of pages | 6 |
| Journal | Tetrahedron |
| Volume | 70 |
| Issue number | 41 |
| DOIs | |
| Publication status | Published - 2014 Oct 14 |
Keywords
- Defluorination
- Heterocycles
- N-O coupling
- Synthetic methods
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry
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Rajawinslin, R. R., Raihan, M. J., Janreddy, D., Kavala, V., Kuo, C. W., Kuo, T. S., Chen, M. L., He, C. H., & Yao, C. F. (2014). Selectfluor mediated one pot synthesis of cyclohexanone ring fused isoxazole derivatives. Tetrahedron, 70(41), 7505-7510. https://doi.org/10.1016/j.tet.2014.08.024