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

Chandrasekhar, Sosale and Gopalaiah, Kovuru (2002) Beckmann rearrangement of ketoximes on solid metaboric acid: a simple and effective procedure. In: Tetrahedron Letters, 43 (13). pp. 2455-2457.

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Official URL: http://dx.doi.org/10.1016/S0040-4039(02)00282-4

Abstract

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.

Item Type: Journal Article
Additional Information: Copyright of this article belongs to Elsevier Science.
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 04 Aug 2011 05:44
Last Modified: 04 Aug 2011 05:44
URI: http://eprints.iisc.ernet.in/id/eprint/39017

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