On the preparation of amine N-oxides by using dioxiranes
摘要：
The reaction of heterocyclic aromatic amines, anilines and tertiary amines with dimethyldioxirane (DMD) was examined. Treatment of heterocyclic aromatic amines and anilines with a slight excess of DMD at 0 °C afforded the corresponding N -oxides in quantitative conversion yields. In addition, the oxidation was chemoselective in the presence of carbon-carbon double bonds. On the other hand, most of the tertiary amines assayed did afford also quantitative yields of the corresponding N -oxides, although reaction conditions, in particular regarding the amount of DMD required, depended on each substrate. Additional studies carried out on selected substrates suggested that certain N -oxides derived from tertiary amines deactivate DMD.
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DOI：
10.1016/S0040-4020(97)10048-5
被引量：
年份：
1997
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