Halogenation of carbonyl compounds by an ionic liquid, [AcMIm]X, and ceric ammonium nitrate (CAN)

被引:19
作者
Ranu, Brindaban C. [1 ]
Adak, Laksmikanta [1 ]
Banerjee, Subhash [1 ]
机构
[1] Indian Assoc Cultivat Sci, Dept Organ Chem, Kolkata 700032, W Bengal, India
关键词
D O I
10.1071/CH07061
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An ionic liquid, acetylmethylimidazolium halide ([AcMIm] X), in combination with ceric ammonium nitrate promotes halogenations of a wide variety of ketones and 1,3-keto esters at the alpha-position. The ionic liquid acts here as reagent as well as reaction medium, and thus the reaction does not require any organic solvent or conventional halogenating agent. The reaction is completely arrested when the radical quencher TEMPO is used. A plausible radical mechanism is also suggested.
引用
收藏
页码:358 / 362
页数:5
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