Baeyer–Villiger oxidation of ketones in ionic liquids using molecular oxygen in the presence of benzaldehyde

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• 作者：Anna Chrobok
• 关键词：Oxidation ; Ionic liquids ; Ketones ; Lactones ; Oxygen
• 刊名：Tetrahedron
• 出版年：2010
• 出版时间：17 April 2010
• 年：2010
• 卷：66
• 期：16
• 页码：2940-2943
• 全文大小：729 K

文摘

A new and efficient method for the synthesis of lactones involving the application of an oxygen/benzaldehyde system as the oxidant and ionic liquids as solvents is reported. A significant rate enhancement was observed at 90 °C when the oxidation of ketones was carried out in the presence of a free radical initiator. The oxidation of model cyclic ketones, such as cyclopentanone, cyclohexanone, 2-methylcyclohexanone, 2-norbornone, 2-adamantanone and cycloheptanone gave lactones in high yields (84–90 % ) within relatively short periods of time, with the possibility of effective ionic liquids recycling. Additionally, discussion of the free radical mechanism of this reaction is proposed.