title: Gold(III) chloride catalysed synthesis of 5-alkylidene-dihydrothiazoles.
abstract: A two step synthesis of dihydrothiazoles is presented. First, the previously unknown N-propargylic dithiocarboimidates are produced in good yields from easily available, cheap starting materials. The subsequent gold catalysed ring closure is fast and efficient, leading to dihydrothiazoles through a cascade of 5-exo-dig cyclisation and 1,3-alkyl migration. The yields range from 74% to 95%.
authors.affiliation: Research Group SynBioC, Department of Sustainable Organic Chemistry and Technology, Faculty of Bioscience Engineering, Ghent University, Coupure links 653, B-9000 Ghent, Belgium.
authors.forename: Thomas S A
authors.initials: TS
authors.lastname: Heugebaert
authors.forename: Leander P D
authors.initials: LP
authors.lastname: Vervaecke
authors.forename: Christian V
authors.initials: CV
authors.lastname: Stevens
mesh_terms: D000478:Alkylation; D002384:Catalysis; D017612:Gold Compounds / Q000737:chemistry*; D006865:Hydrogenation; D015394:Molecular Structure; D013844:Thiazoles / Q000138:chemical synthesis*
chemical_list: D017612:Gold Compounds; D013844:Thiazoles; C038016:gold chloride