1402812-75-2Relevant academic research and scientific papers
Preparation and rearrangement of N-vinyl nitrones: Synthesis of spiroisoxazolines and fluorene-tethered isoxazoles
Mo, Dong-Liang,Wink, Donald A.,Anderson, Laura L.
supporting information, p. 5180 - 5183,4 (2012/12/12)
N-Vinyl nitrones derived from fluorenone have been prepared via a copper-mediated coupling between fluorenone oxime and vinyl boronic acids. These compounds undergo subsequent rearrangement and addition reactions that are distinct from the traditional [3 + 2] cycloaddition reactivity of nitrones. Thermal rearrangements of fluorenone N-vinyl nitrones give spiroisoxazolines, while treatment with alkynes provides fluorene-tethered isoxazoles. The scope and limitations of the preparation of fluorenone N-vinyl nitrones and their subsequent rearrangement and addition reactions are discussed.
