Potassium thioacetate

Abstract

(A) Lee and co-workers developed a one-pot synthesis of symmetrical and unsymmetrical diaryl sulfides by palladium-catalyzed coupling by mixing potassium thioacetate with aryl iodides and bromides.7 This is a foul-smell-free method that provides tolerance to functional groups. (B) Peñé ñory and co-workers prepared aryl methyl sulfides and symmetrical diaryl sulfides alternatively, by photo-induced nucleophilic substitution of aryl halides with potassium thioacetate in the presence of potassium tert-butoxide as electron-transfer agent.8 (C) Sulfur-containg heterocycles can be synthesized by the intramolecular vinylic substitution of terminal and internal bromoalkenes bearing an acetylthio moiety.9 (D) Bhattacharya and co-workers reported a thioacetate-mediated one-step reductive acetamidation of aryl nitro compounds.10 The reaction could be performed without solvent in the presence of a catalytic amount of surfactant. (E) S-Acetylarene thiols were synthesized from the corresponding aromatic amines via non-aqueous diazotization and further reaction with potassium thioacetate.11 (F) A practical synthesis of 1,3-disubstituted imidazole-2-thiones via a microwave-promoted reaction of imidazolium salts with potassium thioacetate or potassium thiocyanate under solvent-free conditions has been developed.12 (G) París and co-workers demonstrated that the bromine end-functional group of (meth)acrylic polymers synthesized by atom transfer radical polymerization can be converted into thiol groups in only two steps.13 Thus, the bromine group was successfully converted into a thioacetate and then into a mercapto group by chemoselective hydrolysis. (H) The difference in absorption kinetics towards gold surfaces between dithiocarbamate and thioacetate anchor groups was utilized to form oriented assemblies of asymmetric molecules that are bound to gold through the dithiocarbamate moiety.14 The free thioacetate group was then used to bind gold nanoparticles. Thus, the method is a simple procedure to set up devices with an asymmetric electrode- monolayer-electrode structure. © Georg Thieme Verlag KG · Stuttgart · New York.