One-pot sulfonamide synthesis exploiting the palladium-catalyzed sulfination of aryl iodides

Flegeau EF, Harrison JM, Willis MC

Aryl ammonium sulfinates, conveniently prepared from aryl iodides and the sulfur dioxide surrogate DABSO, under the action of a Pd(0) catalyst, are transformed in a onepot process to a variety of functionalized sulfonamides. The sulfinate to sulfonamide transformation is achieved by simple treatment with an aqueous solution of the relevant amine and sodium hypochlorite (bleach). A broad range of amines, including anilines, and amino acids derivatives, are combined efficiently with a variety of aryl iodides, leading to sulfonamides in high yields.

Keywords:

amines

,

aryl halides

,

sulfinates

,

sulfonamides

,

palladium catalysis