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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 41, 2011 - Issue 6
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Original Articles

Microwave-Assisted Beckmann Rearrangement of Aryl Ketoximes Catalyzed by In(OTf)3 in Ionic Liquid

Kazuhiro Sugamoto Department of Applied Chemistry, Faculty of Engineering, University of Miyazaki, Gakuen-Kibanadai, Miyazaki, JapanCorrespondence[email protected]
,
Yoh-ichi Matsushita Department of Applied Chemistry, Faculty of Engineering, University of Miyazaki, Gakuen-Kibanadai, Miyazaki, Japan
&
Takanao Matsui Department of Applied Chemistry, Faculty of Engineering, University of Miyazaki, Gakuen-Kibanadai, Miyazaki, Japan
Pages 879-884 | Received 06 Jul 2009, Published online: 25 Feb 2011
 
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Abstract

Beckmann rearrangement of aryl ketoximes catalyzed by In(OTf)3 gave amides in ionic liquid under microwave irradiation. Aryl ketoximes were converted to corresponding amides in good yield within very short times (10–270 s). The catalyst and the ionic liquid were easily recovered and reused.

Notes

a Abbreviations: [Bmim][PF6], 1-butyl-3-methylimidazolium hexafluorophosphate; [Bmim][BF4], 1-butyl-3-methylimidazolium tetrafluoroborate; [Bmim][OcSO4], 1-butyl-3-methylmidazolium octylsulfate; [Bmim][NTf2], 1-butyl-3-methylmidazolium bis(trifluoromethylsulfonyl)imide; [Emim][PF6], 1-ethyl-3-methylimidazolium hexafluorophosphate; and [Bdimim][PF6], 1-butyl-1,3-dimethylimidazolium hexafluorophosphate.

b Not examined.

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