Deprotection of Ketoximes Using Bismuth(III) Nitrate Pentahydrate

Bryce A. Nattier; Kyle J. Eash; Ram S. Mohan

doi:10.1055/s-2001-14568

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Synthesis 2001(7): 1010-1012
DOI: 10.1055/s-2001-14568

SHORTPAPER

Deprotection of Ketoximes Using Bismuth(III) Nitrate Pentahydrate [1]

Bryce A. Nattier, Kyle J. Eash, Ram S. Mohan*
Department of Chemistry, Illinois Wesleyan University, Bloomington, IL 61701, U.S.A.
Fax: +1(309)5563864; e-Mail: rmohan@titan.iwu.edu;

Further Information

Publication History

Received 12 January 2001
Publication Date:
30 September 2004 (online)

Abstract
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Abstract

Ketoximes undergo facile deprotection in acetone-H₂O (9:1) in the presence of 0.5 equivalents of Bi(NO₃)₃·5H₂O. Bismuth(III) nitrate is relatively non-toxic, insensitive to air and inexpensive. These features coupled with the use of a relatively non-toxic solvent system make this method an attractive alternative to existing routes for deprotection of ketoximes.

Key words

bismuth and compounds - oximes - deprotection - protecting groups - ketones

1

Nattier, B. A.; Eash, K. J.; Mohan, R. S. Abstract presented at the 220th American Chemical Society National Meeting, Washington, DC, USA. August 20-24, 2000.

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1

Nattier, B. A.; Eash, K. J.; Mohan, R. S. Abstract presented at the 220th American Chemical Society National Meeting, Washington, DC, USA. August 20-24, 2000.