title: Bifunctional reactivity of Cu(I): sequential ring opening/N-arylation.
abstract: The sequential use of a single Cu(I) catalyst enables the one-pot synthesis of N'-arylaminooxazolidinones through a Lewis acid catalyzed rearrangement followed by an N-arylation reaction. Contrary to previous reports, the formation of a cis-fused 5,5-membered ring system occurs during the rearrangement, as proven by X-ray crystallography.
authors.affiliation: Davenport Research Laboratories, Department of Chemistry, University of Toronto, 80 St. George Street, Toronto, Ontario, Canada M5S 3H6.
authors.forename: Andrew
authors.initials: A
authors.lastname: Martins
authors.forename: Sébastien
authors.initials: S
authors.lastname: Lemouzy
authors.forename: Mark
authors.initials: M
authors.lastname: Lautens
mesh_terms: D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D018360:Crystallography, X-Ray; D008958:Models, Molecular; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D023303:Oxazolidinones / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D009942:Organometallic Compounds; D023303:Oxazolidinones; D003300:Copper