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Copper-Catalyzed Coupling of Hydroxylamines with Aryl Iodides

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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, GlaxoSmithKline Pharmaceuticals, New Frontiers Science Park, Third Avenue, Harlow, Essex, CM19 5AW, United Kingdom, and GlaxoSmithKline Pharmaceuticals, Stevenage, Hertfordshire, SG1 2NY, United Kingdom

Org. Lett., 2008, 10 (5), pp 797–800

DOI: 10.1021/ol7029273

Publication Date (Web): January 26, 2008

Section:

Benzene, Its Derivatives, and Condensed Benzenoid Compounds

Abstract

An efficient method for the copper-catalyzed N-arylation of hydroxylamines with aryl iodides is described. A variety of N- and O-functionalized hydroxylamines were transformed 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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This article has been cited by 9 ACS Journal articles (5 most recent appear below).

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