title: Rhodium(I)-catalyzed addition of arylboronic acids to (benzyl-/arylsulfonyl)acetonitriles: efficient synthesis of (Z)-β-sulfonylvinylamines and β-keto sulfones.
abstract: An efficient rhodium(I)-catalyzed addition of arylboronic acids to (benzyl-/arylsulfonyl)acetonitrile is described. Novel β-sulfonylvinylamine products are formed in a stereoselective fashion (Z-alkene). Upon hydrolysis, useful β-keto sulfones are obtained with a broad scope of aryl and sulfonyl substituents.
authors.affiliation: Davenport Laboratories, Department of Chemistry, University of Toronto, Toronto, Ontario, Canada M5H 3H6.
authors.forename: Gavin Chit
authors.initials: GC
authors.lastname: Tsui
authors.forename: Quentin
authors.initials: Q
authors.lastname: Glenadel
authors.forename: Chan
authors.initials: C
authors.lastname: Lau
authors.forename: Mark
authors.initials: M
authors.lastname: Lautens
mesh_terms: D000097:Acetonitriles / Q000737:chemistry*; D001897:Boronic Acids / Q000737:chemistry*; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D015394:Molecular Structure; D012238:Rhodium / Q000737:chemistry*; D013237:Stereoisomerism; D013450:Sulfones / Q000138:chemical synthesis* / Q000737:chemistry*
chemical_list: D000097:Acetonitriles; D001897:Boronic Acids; D013450:Sulfones; D012238:Rhodium