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

被引：21
作者：
Chrobok, Anna [1 ]
机构：
[1] Silesian Tech Univ, Dept Chem Organ Technol & Petrochem, PL-44100 Gliwice, Poland
来源：
TETRAHEDRON | 2010年 / 66卷 / 16期
关键词：
Oxidation; Ionic liquids; Ketones; Lactones; Oxygen;
D O I：
10.1016/j.tet.2010.02.082
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
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 degrees 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. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码：2940 / 2943
页数：4
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