Palladium-catalyzed coupling of hydroxylamines with aryl bromides, chlorides, and iodides

Porzelle, Achim and Woodrow, Michael D. and Tomkinson, Nicholas C. O. (2009) Palladium-catalyzed coupling of hydroxylamines with aryl bromides, chlorides, and iodides. Organic Letters, 11 (1). pp. 233-236. ISSN 1523-7060 (https://doi.org/10.1021/ol8025022)

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Abstract

The bis-pyrazole phosphine ligand BippyPhos is effective for the palladium-catalyzed cross-coupling of hydroxylamines with aryl bromides, chlorides, and iodides. Reactions proceed smoothly at 80 °C in toluene in the presence of Cs2CO3 to give synthetically versatile N-arylhydroxylamine products in good to excellent yield.