title: Vicinal bisheterocyclizations of alkynes via nucleophilic interception of a catalytic platinum carbene.
abstract: A novel platinum-catalyzed double heterocyclization of propargylic ethers is described. The transformation exploits the intermediacy of a key α,β-unsaturated carbene. The reactivity of this carbene is such that systems can be developed which avoid a complicating 1,2-hydrogen migration, allowing remarkable versatility in the selective syntheses of oxygen- and nitrogen-containing vicinal bis-heterocyclic compounds.
authors.affiliation: Department of Chemistry, Colorado State University , Fort Collins, Colorado 80523, United States.
authors.forename: Paul A
authors.initials: PA
authors.lastname: Allegretti
authors.forename: Eric M
authors.initials: EM
authors.lastname: Ferreira
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D004987:Ethers / Q000737:chemistry*; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D008697:Methane / Q000031:analogs & derivatives* / Q000737:chemistry; D015394:Molecular Structure; D010984:Platinum / Q000737:chemistry*
chemical_list: D000480:Alkynes; D004987:Ethers; D006571:Heterocyclic Compounds; C531209:propargyl ether; C030011:carbene; D010984:Platinum; D008697:Methane