ChemInform Abstract: Pd(II)‐Catalyzed Selective Sulfenylation of Arene C—H Bonds Using N‐Arylthiobenzamides as Thiolation Reagent and Oxidant.

Abstract

Aryl sulfides and aryl disulfides are synthesized by palladium-catalyzed direct sulfenylation of arenes. The selective mono-or di-sulfenylation is controlled by the amount of N-arylthiobenzamide (II). -(ZHANG, X.-S.; LI, G.; ZHANG*, X.-G.; ZHANG, X.-H.; Tetrahedron 71 (2015) 34, 5458-5464, http://dx.

Recent developments in palladium-catalyzed C–S bond formation

“…30 Different from the usually used thiolation reagent such as disulfides or thiols, Zhang and co-workers used N-arylthiobenzamides (20) as both the thiolation reagent and oxidant for palladium-catalyzed sulfenylation of arenes (19) (Scheme 7). 31 It was found that Pd(MeCN) 2 Cl 2 could efficiently catalyze this sulfenylation protocol in the absence of phosphine ligands or any other additives. Under optimized conditions, arenes bearing a direction group were allowed to react with various N-arylthiobenzamides, affording the corresponding aryl thioethers (21) or dithioethers (22) in moderate to good yields.…”