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Copper-Catalyzed Coupling of Hydroxylamines with Aryl Iodides

Kerri L. Jones, Achim Porzelle, Adrian Hall, Michael D. Woodrow and Nicholas C. O. Tomkinson*

*School of Chemistry, Main Building, Cardiff University, Park Place, Cardiff, CF10 3AT, United Kingdom, Email: tomkinsonnccardiff.ac.uk

K. L. Jones, A. Porzelle, A. Hall, M. D. Woodrow, N. C. O. Tomkinson, Org. Lett., 2008, 10, 797-800.

DOI: 10.1021/ol7029273


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Abstract

An efficient method for the copper-catalyzed N-arylation of hydroxylamines with aryl iodides allows the conversion of various N- and O-functionalized hydroxylamines in good to excellent yield with a broad range of aryl coupling partners. Methods for the selective deprotection of either the N- or O-substituents for further functionalization are also described.

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Palladium-Catalyzed Coupling of Hydroxylamines with Aryl Bromides, Chlorides, and Iodides

A. Porzelle, M. D. Woodrow, N. C. O. Tomkinson, Org. Lett., 2009, 11, 233-236.


Key Words

Hydroxylamines


ID: J54-Y2008-0590