title: Palladium-catalyzed sulfination of aryl and heteroaryl halides: direct access to sulfones and sulfonamides.
abstract: A novel palladium-catalyzed sulfination of aryl and heteroaryl halides is described. This reaction operates under mild conditions and provides access to a wide range of aryl and heteroaryl sulfinates, a useful and versatile class of synthetic intermediates. Capitalizing on this sulfination reaction, one-pot protocols allowing direct access to sulfones and sulfonamides have also been developed. The practicality of these transformations is illustrated with the parallel synthesis of analogues of the drug Viagra.
authors.affiliation: Pfizer Inc., Eastern Point Road, Groton, Connecticut 06340, United States.
authors.forename: Andrei
authors.initials: A
authors.lastname: Shavnya
authors.forename: Steven B
authors.initials: SB
authors.lastname: Coffey
authors.forename: Aaron C
authors.initials: AC
authors.lastname: Smith
authors.forename: Vincent
authors.initials: V
authors.lastname: Mascitti
mesh_terms: D002384:Catalysis; D006846:Hydrocarbons, Halogenated / Q000737:chemistry*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D013449:Sulfonamides / Q000138:chemical synthesis* / Q000737:chemistry; D013450:Sulfones / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D006846:Hydrocarbons, Halogenated; D009942:Organometallic Compounds; D013449:Sulfonamides; D013450:Sulfones; D010165:Palladium