One-pot Palladium-Catalyzed Cross-Coupling Reaction of Aryl Iodides with Stannylarsanes and Stannylstibanes

MARIANA BONATERRA; SANDRA E. MARTÍN; ROBERTO A. ROSSI

ORGANIC LETTERS

American Chemical Society

Año: 2003 vol. 5 p. 2731 - 2734

1523-7060

The reaction of Ph3As and Ph3Sb with Na metal in liquid ammonia gives Ph2M- ions (M ) As, Sb) that react with n-Bu3SnCl to afford n-Bu3SnMPh2 (1). The ammonia was allowed to evaporate, and toluene was added. The Pd-catalyzed cross-coupling reactions of these stannanes with aryl iodides afford functionalized triaryl-arsanes and triaryl-stibanes in high yields in a one-pot procedure (80−99%). The use of the commercially available, air-stable, and inexpensive Ph3M as the initial reagent and the one-pot process make this method a useful approach. This is the first report on the synthesis of 1 and the exploration of its chemistry.