title: One-pot synthesis of keto thioethers by palladium/gold-catalyzed click and pinacol reactions.
abstract: An atom-efficient synthesis of keto thioethers was devised via tandem gold/palladium catalysis. The reaction proceeds through a regioselective thiol attack at the β-position of the alcohol, followed by an alkyl, aryl, or benzyl 1,2-shift. Both acyclic and cyclic systems were studied, in the latter case leading to the ring expansion of cyclic substrates.
authors.affiliation: Department of Chemistry-BMC, Uppsala University , Box 576, SE-75123 Uppsala, Sweden.
authors.forename: Alban
authors.initials: A
authors.lastname: Cadu
authors.forename: Rahul A
authors.initials: RA
authors.lastname: Watile
authors.forename: Srijit
authors.initials: S
authors.lastname: Biswas
authors.forename: Andreas
authors.initials: A
authors.lastname: Orthaber
authors.forename: Per J R
authors.initials: PJ
authors.lastname: Sjöberg
authors.forename: Joseph S M
authors.initials: JS
authors.lastname: Samec
mesh_terms: D001593:Benzyl Compounds / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D006046:Gold / Q000737:chemistry*; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D013440:Sulfides / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D001593:Benzyl Compounds; D013440:Sulfides; D010165:Palladium; D006046:Gold