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Methyltrioxorhenium-catalysed oxidation of secondary amines to nitrones in ionic liquids

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Abstract

Nitrones serve as starting materials for the synthesis of many heterocycles. Oxidation of secondary amines using hydrogen peroxide and the catalytic amount of methyltrioxorhenium in ionic liquids is a useful method for the preparation of nitrones. Ultrasonic irradiation and ionic liquids have a positive influence on the reaction. The nitrones required were isolated in good yields. Corresponding hydroxylamines, which can be easily oxidised to nitrones, often accompanied the main products. Methyltrioxorhenium in ionic liquids was re-used in several reaction cycles without any deteriorating effect on the course of the reaction.

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  1. Department of Organic Chemistry, Faculty of Natural Sciences, Comenius University, Mlynská dolina CH-2, 842 15, Bratislava, Slovakia

    Mária Mečiarová, Melinda Mojzesová & Radovan Šebesta

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  1. Mária Mečiarová
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  2. Melinda Mojzesová
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  3. Radovan Šebesta
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Correspondence to Radovan Šebesta.

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Dedicated to Professor Štefan Toma on the occasion of his 75th birthday

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Mečiarová, M., Mojzesová, M. & Šebesta, R. Methyltrioxorhenium-catalysed oxidation of secondary amines to nitrones in ionic liquids. Chem. Pap. 67, 51–58 (2013). https://doi.org/10.2478/s11696-012-0208-5

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