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Synthesis of Spirofluorenyl-1,2,4-oxadiazinan-5-ones through Metal-Free [3+3] Cycloaddition of N -Vinyl Fluorenone Nitrones with Aza-oxyallyl Cations.
- Source :
-
Synthesis . 2020, Vol. 52 Issue 3, p424-432. 9p. - Publication Year :
- 2020
-
Abstract
- Spirofluorenyl-1,2,4-oxadiazinan-5-ones are prepared in good to excellent yields through metal-free [3+3] cycloaddition of N -vinyl fluorenone nitrones and aza-oxyallyl cations under mild reaction conditions. Detailed studies reveal that N -vinyl fluorenone nitrones show greater reactivity in [3+3] cycloadditions with aza-oxyallyl cations compared to N -alkyl/aryl fluorenone nitrones. The spirofluorenyl-1,2,4-oxadiazinan-5-ones are easily prepared on gram scale. The present method features mild reaction conditions, broad substrate scope, good functional group tolerance and efficient [3+3] cycloadditions of 9-fluorenone nitrones. [ABSTRACT FROM AUTHOR]
Details
- Language :
- German
- ISSN :
- 00397881
- Volume :
- 52
- Issue :
- 3
- Database :
- Academic Search Index
- Journal :
- Synthesis
- Publication Type :
- Academic Journal
- Accession number :
- 141136674
- Full Text :
- https://doi.org/10.1055/s-0039-1691490