title: Gold superacid-catalyzed preparation of benzo[c]thiophenes.
abstract: A three-step synthesis of benzo[c]thiophenes is presented in which the key transformation is the gold-catalyzed 5-exo-dig migratory cycloisomerization of a diallyl thioacetal. It was shown that a small amount of in situ generated HAuCl4 from AuCl3 is the active catalytic species. A mechanism was proposed.
authors.affiliation: SynBioC Research Group, Department of Sustainable Organic Chemistry and Technology, Faculty of Bioscience Engineering, Ghent University, Coupure Links 653, B-9000 Ghent, Belgium. Chris.Stevens@ugent.be.
authors.forename: Wouter
authors.initials: W
authors.lastname: Debrouwer
authors.forename: Ruben A J
authors.initials: RA
authors.lastname: Seigneur
authors.forename: Thomas S A
authors.initials: TS
authors.lastname: Heugebaert
authors.forename: Christian V
authors.initials: CV
authors.lastname: Stevens
mesh_terms: D001555:Benzene Derivatives / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D002712:Chlorides / Q000737:chemistry*; D003500:Cyclization; D017612:Gold Compounds / Q000737:chemistry*; D007536:Isomerism; D013876:Thiophenes / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D001555:Benzene Derivatives; D002712:Chlorides; D017612:Gold Compounds; D013876:Thiophenes; C024568:gold tetrachloride, acid