title: Palladium-catalyzed coupling of thiol esters with aryl and primary and secondary alkyl organoindium reagents.
abstract: Thiol esters and organoindium reagents undergo palladium-catalyzed cross-coupling under mild conditions to give ketones in moderate to excellent yields. Aryl and primary/secondary alkyl organoindium reagents can be used as coupling partners. This method has two advantages over the cross-coupling of thiol esters with boron and tin reagents: (1) no added copper reagent is required to mediate the reaction and (2) for the case of alkyl transfer, no added base is required to activate organoindium reagents for cross-coupling as is required for the coupling of alkyl boron reagents with thiol esters.
authors.affiliation: Department of Chemistry, Emory University, 1515 Dickey Drive, Atlanta, Georgia 30322, USA.
authors.forename: Bryan W
authors.initials: BW
authors.lastname: Fausett
authors.forename: Lanny S
authors.initials: LS
authors.lastname: Liebeskind
mesh_terms: D002384:Catalysis; D004952:Esters / Q000737:chemistry; D007202:Indicators and Reagents; D007204:Indium / Q000737:chemistry*; D007659:Ketones / Q000138:chemical synthesis*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D013438:Sulfhydryl Compounds / Q000737:chemistry*
chemical_list: D004952:Esters; D007202:Indicators and Reagents; D007659:Ketones; D009942:Organometallic Compounds; D013438:Sulfhydryl Compounds; D007204:Indium; D010165:Palladium