Beckmann rearrangement of ketoximes on solid metaboric acid: a simple and effective procedure

被引:56
作者
Chandrasekhar, S [1 ]
Gopalaiah, K [1 ]
机构
[1] Indian Inst Sci, Dept Organ Chem, Bangalore 560012, Karnataka, India
关键词
Beckmann; boric acid; formanilide; metaboric acid; rearrangement; solid state;
D O I
10.1016/S0040-4039(02)00282-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
When ketoximes admixed with solid metaboric acid (formed from boric acid at 100degreesC/0.1 Torr) are heated (similar to 140degreesC/7-42 h), the corresponding amides or lactams are produced in excellent yields (62-92%) via the Beckmann reaction. Aromatic aldoximes undergo both dehydration to the nitrile as well as (non-stereospecific) rearrangement under the above conditions. The absence of solvent, and the mildness and low toxicity of boric acid, characterise the present procedure. CO. 2002 Elsevier Science Ltd. All rights reserved.
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页码:2455 / 2457
页数:3
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