Palladium-Catalyzed Coupling of Hydroxylamines with Aryl Bromides, Chlorides, and Iodides
Achim Porzelle, 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
A. Porzelle, M. D. Woodrow, N. C. O. Tomkinson, Org. Lett., 2009, 11, 233-236.
DOI: 10.1021/ol8025022 (free Supporting Information)
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The bis-pyrazole phosphine BippyPhos is an effective ligand for a smooth palladium-catalyzed cross-coupling of hydroxylamines with aryl bromides, chlorides, and iodides at 80°C in toluene in the presence of Cs2CO3 to give synthetically versatile N-arylhydroxylamine products in good to excellent yield.
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K. L. Jones, A. Porzelle, A. Hall, M. D. Woodrow, N. C. O. Tomkinson, Org. Lett., 2008, 10, 797-800.