Issue 4, 2014

Rearrangement of aldoximes to amides in water under air atmosphere catalyzed by water-soluble iridium complex [Cp*Ir(H2O)3][OTf]2

Abstract

In the presence of the water-soluble iridium complex [Cp*Ir(H2O)3][OTf]2, a variety of aldoximes, including aromatic, aliphatic, conjugated unsaturated and non-conjugated unsaturated, were converted into their corresponding amides in water with good to excellent yields. Further, the one-pot synthesis of amides from aldehydes, hydroxylamine hydrochloride and sodium carbonate via a tandem condensation–rearrangement reaction in water was also accomplished. Compared with the reported organometallic catalysts for the rearrangement of aldoximes to amides in water, the present catalyst exhibited some advantages such as being phosphorus ligand-free, having low catalyst loading, and operational convenience under air atmosphere.

Graphical abstract: Rearrangement of aldoximes to amides in water under air atmosphere catalyzed by water-soluble iridium complex [Cp*Ir(H2O)3][OTf]2

Supplementary files

Article information

Article type
Paper
Submitted
15 Nov 2013
Accepted
09 Dec 2013
First published
12 Dec 2013

Catal. Sci. Technol., 2014,4, 988-996

Author version available

Rearrangement of aldoximes to amides in water under air atmosphere catalyzed by water-soluble iridium complex [Cp*Ir(H2O)3][OTf]2

C. Sun, P. Qu and F. Li, Catal. Sci. Technol., 2014, 4, 988 DOI: 10.1039/C3CY00934C

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