title: Reduction of Aryl Thiocyanates with SmI(2) and Pd-Catalyzed Coupling with Aryl Halides as a Route to Mixed Aryl Sulfides.
abstract: A series of aryl iodides, with a range of substituents, has been successfully coupled using 10 mol % Pd catalyst with samarium thiolates, derived from the corresponding aryl thiocyanates upon reductive cleavage with SmI(2). Reactions proceed in THF at 65 degrees C in yields ranging from good to excellent and are compatible with both electron-donating and electron-withdrawing substituents, except NO(2). The reactions may also be conducted with aryl bromides although with somewhat lower yields.
authors.affiliation: Department of Chemistry, Erindale College, University of Toronto, 3359 Mississauga Road North, Mississauga, Ontario, Canada L5L 1C6.
authors.forename: Ian W. J.
authors.initials: IW
authors.lastname: Still
authors.forename: F. Dean
authors.initials: FD
authors.lastname: Toste