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

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

Organic letters (2008-11-28)
Achim Porzelle, Michael D Woodrow, Nicholas C O Tomkinson
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 degrees C in toluene in the presence of Cs(2)CO(3) to give synthetically versatile N-arylhydroxylamine products in good to excellent yield.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
5-(Di-tert-butylphosphino)-1ā€², 3ā€², 5ā€²-triphenyl-1ā€²H-[1,4ā€²]bipyrazole, 97%