title: An extremely facile synthesis of furans, pyrroles, and thiophenes by the dehydrative cyclization of propargyl alcohols.
abstract: Furans, pyrroles, and thiophenes are efficiently prepared by gold-catalyzed dehydrative cyclizations of readily available, heteroatom-substituted propargylic alcohols. The reactions are rapid, high-yielding, and procedurally simple, giving essentially pure aromatic heterocycles in minutes under open-flask conditions with catalyst loadings as low as 0.05 mol %.
authors.affiliation: Department of Chemistry, University of Florida, Gainesville, Florida 32611, USA. aponick@chem.ufl.edu
authors.forename: Aaron
authors.initials: A
authors.lastname: Aponick
authors.forename: Chuan-Ying
authors.initials: CY
authors.lastname: Li
authors.forename: Jeremy
authors.initials: J
authors.lastname: Malinge
authors.forename: Emerson Finco
authors.initials: EF
authors.lastname: Marques
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry*; D020005:Propanols / Q000737:chemistry*; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry*; D013876:Thiophenes / Q000138:chemical synthesis* / Q000737:chemistry*
chemical_list: D000480:Alkynes; D005663:Furans; D020005:Propanols; D011758:Pyrroles; D013876:Thiophenes; C028255:propargyl alcohol