title: Regioselective Thiocarbonylation of Vinyl Arenes.
abstract: A palladium-catalyzed thiocarbonylation of styrene derivatives is reported for the first time. The combination of thiols as nucleophiles and a bidentate ligand ensures a unique reaction outcome with high regioselectivity toward the more valuable branched isomer and new reactivity. The ambient reaction conditions (temperature, catalyst loading) and the use of a CO surrogate render this transformation a useful method for the synthesis of thioesters from available feedstock. Various functional groups on arene and thiol substituents are tolerated by the system. Notably, challenging ortho-substituted styrenes are converted with unprecedentedly high regioselectivity.
authors.affiliation: Institute of Organic Chemistry, University of Regensburg , Universitätsstraße 31, D-93053 Regensburg, Germany.
authors.forename: Vera
authors.initials: V
authors.lastname: Hirschbeck
authors.affiliation: Institute of Organic Chemistry, University of Regensburg , Universitätsstraße 31, D-93053 Regensburg, Germany.
authors.forename: Paul H
authors.initials: PH
authors.lastname: Gehrtz
authors.affiliation: Institute of Organic Chemistry, University of Regensburg , Universitätsstraße 31, D-93053 Regensburg, Germany.
authors.forename: Ivana
authors.identifier: 0000-0002-2609-6536
authors.initials: I
authors.lastname: Fleischer