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Highly efficient palladium-catalyzed arsination
On the way to arsine ligands

SANDRA E. MARTÍN
INFIQC, Universidad Nacional de Córdoba, Departamento de Química Orgánica, Facultad de Ciencias Químicas
Haya de la Torre esq. Medina Allende, Ciudad Universitaria
5000 Córdoba, Argentina

Abstract

Since arsines are drawingparticular attention as ligands inmetal-catalyzed reactions, the development of new methodsto obtain organoarsines is increasingly recognized as central inthe synthesis of new ligands. Transition metal-catalyzedreactions with organoheteroatom compounds are widely usedto acquire different heteroatom-contained compounds. Thisarticle reviews a highly efficient one-pot, two-stepPd-catalyzed arsination with n-Bu3SnAsPh2 and diverseelectrophiles. The cross-coupling reactions of these stannaneswith ArI afforded the functionalized triarylarsines, and with RfIas electrophiles new perfluoroalkylarsines were achieved. Byfollowing this methodology, a biphenyl arsine ligand wasacquired. The use of the commercially available, air-stable,and inexpensive AsPh3 as the initial reagent and the one-potprocess make this methodology a useful approach toobtaining a wide range of organoarsines.