Direct oxidative amidation of aldoses by iodine in ammonia water

MY Chen, JL Hsu, JJ Shie…

Index: Chen, Ming-Yi; Hsu, Jue-Liang; Shie, Jiun-Jie; Fang, Jim-Min Journal of the Chinese Chemical Society, 2003 , vol. 50, # 1 p. 129 - 133

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Citation Number: 9

Abstract

Abstract Aldopentoses, aldohexoses and the benzylated derivatives reacted with iodine in ammonia water at room temperature to give their corresponding saccharide amides in high yields. The reactions proceeded with oxidation of the aldose hemiacetals by iodine to generate the saccharide lactone intermediates, which underwent ammonolysis in situ to give the saccharide amides.