摘要/Abstract

次氯酸钠是一种绿色氧化试剂，可用于醇的氧化，但是对a-羟基酯的氧化较为困难.发展了一种以次氯酸钠为氧化剂，氢溴酸为添加剂的氧化方法，可以快速高效地完成a-羟基酯化合物的氧化.进一步研究发现自由基是反应的中间体，与传统的Stevens氧化拥有不同的机理.该方法也可以用于普通醇的氧化，并且对多羟基化合物的氧化具有很好的选择性.
关键词: 次氯酸钠, 绿色, 高效, 选择性
Sodium hypochlorite has been used as a green oxidant in oxidation of alcohols. However, the oxidation of a-hydroxyl ester via sodium hypochloriteis difficult under the same conditions. Herein, an efficient method is developed for the oxidation of a-hydroxyl ester with sodium hypochlorite in the presence of hydrogenbromide. In this case, a reaction mechanism was proposed with the formation of free radicals as reactive intermediates, which was different from the mechanism of traditional Stevens oxidation. The method is also applied to the oxidation of common secondary alcohol and has good selectivity for multi-hydroxyl compounds.
Key words: sodium hypochlorite, green, radical oxidation, selectivity


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