title: Palladium-Catalyzed Synthesis of (Hetero)Aryl Alkyl Sulfones from (Hetero)Aryl Boronic Acids, Unactivated Alkyl Halides, and Potassium Metabisulfite.
abstract: A palladium-catalyzed one-step synthesis of (hetero)aryl alkyl sulfones from (hetero)arylboronic acids, potassium metabisulfite, and unactivated or activated alkylhalides is described. This transformation is of broad scope, occurs under mild conditions, and employs readily available reactants. A stoichiometric experiment has led to the isolation of a catalytically active dimeric palladium sulfinate complex, which was characterized by X-ray diffraction analysis.
authors.affiliation: Pfizer, Inc., Worldwide Medicinal Chemistry, Groton, CT 06340 (USA). andre.shavnya@pfizer.com.
authors.forename: Andre
authors.initials: A
authors.lastname: Shavnya
authors.affiliation: Pfizer, Inc., Worldwide Medicinal Chemistry, Groton, CT 06340 (USA).
authors.forename: Kevin D
authors.initials: KD
authors.lastname: Hesp
authors.affiliation: Pfizer, Inc., Worldwide Medicinal Chemistry, Groton, CT 06340 (USA).
authors.forename: Vincent
authors.initials: V
authors.lastname: Mascitti
authors.affiliation: Pfizer, Inc., Worldwide Medicinal Chemistry, Groton, CT 06340 (USA).
authors.forename: Aaron C
authors.initials: AC
authors.lastname: Smith
mesh_terms: D001897:Boronic Acids / Q000737:chemistry*; D002384:Catalysis; D018360:Crystallography, X-Ray; D006846:Hydrocarbons, Halogenated / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D013447:Sulfites / Q000737:chemistry*; D013450:Sulfones / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D001897:Boronic Acids; D006846:Hydrocarbons, Halogenated; D009942:Organometallic Compounds; D013447:Sulfites; D013450:Sulfones; D010165:Palladium; C005199:potassium metabisulfite
keywords: alkylation; boronic acids; homogeneous catalysis; palladium; sulfones