Efficient conversion of O-substituted 3-hydroxy-4-imino-oxazolidin-2-ones into O-substituted alpha-hydroxyamidoximes |
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Authors: | Kurz Thomas Widyan Khalid |
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Institution: | Institute of Pharmacy, University of Hamburg, Bundesstrasse 45, 20146 Hamburg, Germany. kurz@chemie.uni-hamburg.de |
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Abstract: | An efficient and convenient two-step synthesis of O-substituted alpha-hydroxyamidoximes has been developed. The first step involves a high-yielding one-pot synthesis of the so far unknown O-substituted 3-hydroxy-4-imino-oxazolidin-2-ones by reacting cyanohydrins stepwise with 1,1'-carbonyldiimidazole and O-substituted hydroxylamines. The second step represents a novel, sodium methoxide-mediated conversion of O-substituted 3-hydroxy-4-imino-oxazolidin-2-ones into the corresponding O-substituted alpha-hydroxyamidoximes. reaction: see text] |
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