Copper-catalyzed coupling of hydroxylamines with aryl iodides.

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

Research output: Contribution to journalArticle

43 Citations (Scopus)

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, e.g., I, 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.
LanguageEnglish
Pages797-800
Number of pages4
JournalOrganic Letters
Volume10
Issue number5
Early online date26 Jan 2008
DOIs
Publication statusPublished - 2008

Fingerprint

Hydroxylamines
Iodides
iodides
Copper
copper

Keywords

  • aryl iodides
  • copper-catalyzed N-arylation
  • aryl coupling partners

Cite this

Jones, Kerri L. ; Porzelle, Achim ; Hall, Adrian ; Woodrow, Michael D. ; Tomkinson, Nicholas C. O. / Copper-catalyzed coupling of hydroxylamines with aryl iodides. In: Organic Letters. 2008 ; Vol. 10, No. 5. pp. 797-800.
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Jones, KL, Porzelle, A, Hall, A, Woodrow, MD & Tomkinson, NCO 2008, 'Copper-catalyzed coupling of hydroxylamines with aryl iodides.' Organic Letters, vol. 10, no. 5, pp. 797-800. https://doi.org/10.1021/ol7029273

Copper-catalyzed coupling of hydroxylamines with aryl iodides. / Jones, Kerri L.; Porzelle, Achim; Hall, Adrian; Woodrow, Michael D.; Tomkinson, Nicholas C. O.

In: Organic Letters, Vol. 10, No. 5, 2008, p. 797-800.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Copper-catalyzed coupling of hydroxylamines with aryl iodides.

AU - Jones, Kerri L.

AU - Porzelle, Achim

AU - Hall, Adrian

AU - Woodrow, Michael D.

AU - Tomkinson, Nicholas C. O.

N1 - M1 - Copyright (C) 2011 American Chemical Society (ACS). All Rights Reserved. CAPLUS AN 2008:102150(Journal)

PY - 2008

Y1 - 2008

N2 - An efficient method for the copper-catalyzed N-arylation of hydroxylamines with aryl iodides is described. A variety of N- and O-functionalized hydroxylamines, e.g., I, 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.

AB - An efficient method for the copper-catalyzed N-arylation of hydroxylamines with aryl iodides is described. A variety of N- and O-functionalized hydroxylamines, e.g., I, 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.

KW - aryl iodides

KW - copper-catalyzed N-arylation

KW - aryl coupling partners

U2 - 10.1021/ol7029273

DO - 10.1021/ol7029273

M3 - Article

VL - 10

SP - 797

EP - 800

JO - Organic Letters

T2 - Organic Letters

JF - Organic Letters

SN - 1523-7060

IS - 5

ER -