Tetrahedron

On the preparation of amine N-oxides by using dioxiranes

M Ferrer, F Sánchez-Baeza, A Messeguer

Index: Ferrer, Marta; Sanchez-Baeza, Francisco; Messeguer, Angel Tetrahedron, 1997 , vol. 53, # 46 p. 15877 - 15888

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Citation Number: 62

Abstract

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 ...

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