A reusable FeCl3·6H2O/cationic 2,2′-bipyridyl catalytic system for the coupling of aryl iodides with thiols in water under aerobic conditions

Abstract

Aerobic Conditions. -A geen method by using the environmentally friendly and cheap FeCl3·6H2O as catalyst for the synthesis of thioethers, e.g. (III), has potential for use in industrial applications. The catalytic system can be reused at least six times with only a slight derease in activity.

A highly efficient heterogeneous rhodium(I)‐catalyzed C–S coupling reaction of thiols with polychloroalkanes or alkyl halides under mild conditions

“…After being air-dried, it can be reused directly without further purification. The recovered rhodium catalyst was [25] 91 2 4-ClPhSH PhCH 2 Cl 4-ClPhSCH 2 Ph (3 s) [28] 82 3 p-TolSH PhCH 2 Cl p-TolSCH 2 Ph (3 t) [29] 87 4 4-FPhSH PhCH 2 Cl 4-FPhSCH 2 Ph (3u) [30] 86 5…”

Iron Catalysis in Organic Synthesis

“…612 The reaction was performed in water at reflux using a combination of iron(III) chloride hexahydrate and a cationic 2,2 0 -bipyridyl ligand as catalytic system. Coupling with benzyl mercaptan was considerably less efficient.…”

Advances in transition-metal catalyzed thioetherification reactions of aromatic compounds

“…32 Much lower yields were obtained by switching the base to K 2 CO 3 , KF, CsF, The S-arylation of thiols with aryl halides was reported in the presence of FeCl 3 .6H 2 O in aqueous media giving the desired sulfides in high yields at 130 °C under air atmosphere (Scheme 30). 33 In the absence of the catalyst or at lower temperatures, formation of the disulfides were predominate.…”