77189-92-5

Upstream product

• 621-23-8 1,2,3-trimethoxybenzene 
• 2751-25-9 p-chlorophenylsulfonyl hydrazide 
• 1142-19-4 4,4'-dichlorodiphenyl disulfide 
• 77189-99-2 2,4,6-trimethoxybenzenethiol 
• 14752-66-0 sodium p-chlorobenzenesulphinate 
• 106-54-7 p-Chlorothiophenol 
• 933-01-7 4-chloro-benzenesulfenyl chloride 

Relevant academic research and scientific papers

Metal-and oxidant-free electrochemical synthesis of aryl sulfides

A metal- and oxidant-free electrochemical synthesis of aryl sulfides was developed through a C–H sulfidation reaction of arenes and disulfides. Compared with traditional organic synthesis methods, this direct electrochemical approach efficiently generates aryl sulfides under catalyst- and oxidant-free conditions with the superiorities of wide substrate compatibility, mild reaction condition and waster free. At room temperature, various aryl thiols could be transformed smoothly in an undivided cell. Based on cyclic voltammetry (CV) and control experiments, the possible reaction mechanism was also proposed. The gram-scale synthesis emphasizes the practicability of this electrochemical strategy.

Electrochemical access to aryl sulfides from aryl thiols and electron-rich arenes with the potassium iodide as a mediator

An indirect electrooxidation method catalyzed by potassium iodide at a low potential for the synthesis of aryl sulfides from aryl thiols and electron-rich arenes has been developed. Cyclic voltammetry was carried out to investigate the electrocatalytic ac

Palladium(II)/Copper(II)-Catalyzed C–H Sulfidation or Selenation of Arenes Leading to Unsymmetrical Sulfides and Selenides

A novel palladium(II)/copper(II)-catalyzed sulfidation of the C–H bond in electron-rich arenes and in pentafluorobenzene with disulfides was developed. This catalytic system can be used to efficiently produce various types of either unsymmetrical aryl sulfides or alkyl aryl sulfides. The present protocol could also be applied to the direct preparation of unsymmetrical aryl selenides via C–H selenation.

Cu-catalyzed direct C-H thiolation of electron-rich arenes with arylsulfonyl hydrazides

An efficient Cu-catalyzed direct C–H thiolation of electron-rich arenes with arylsulfonyl hydrazides has been developed. Various mono(or bis)-thioether products were obtained in moderate to good yields. Mechanistic studies suggest that the reaction likely proceeds through free-radical formation including arylthio radical and sulfonyl radical, while both disulfanes and sulfonothioates are the major thiolation species in this transformation.

Phenyliodine(III) Bis(trifluoroacetate) (PIFA)-Mediated Synthesis of Aryl Sulfides in Water

An environmentally benign method for the synthesis of aryl sulfides in water under mild conditions has been realized, in which arenes are coupled with equal stoichiometry of allyl sulfides. This arylthiolation is enabled by the presence of the Lipshutz su

Electrocatalytic Oxidant-Free Dehydrogenative C?H/S?H Cross-Coupling

An environmentally friendly electrocatalytic protocol has been developed for dehydrogenative C?H/S?H cross-coupling. This method enabled C?S bond formation under catalyst- and oxidant-free conditions. Under undivided electrolysis conditions, various aryl/heteroaryl thiols and electron-rich arenes afforded the C?S bond-formation products in 24–99 % yield. A preliminary mechanistic study indicated that the generation of aryl radical cation intermediates is key to the success of this transformation.

Radical-Radical Cross-Coupling for C-S Bond Formation

A new method was demonstrated to overcome the selectivity issue of radical-radical cross-coupling toward the synthesis of asymmetric diaryl thioethers. The preliminary mechanism was revealed by radical-trapping experiments, DFT calculations, and kinetics,

N-Chlorosuccinimide promoted direct C(sp2)–H bond thiolation of the methoxybenzenes with thiophenols

A simple and an efficient procedure for the formation of diaryl sulfides via direct sp2C–H functionalization have been developed from simple and readily available thiophenols and substituted methoxy benzenes. In this process thiophenols were us

Iodine-mediated thiolation of phenol/phenylamine derivatives and sodium arylsulfinates in neat water

An efficient and convenient protocol for iodine-mediated thiolation of phenols/phenylamines with sodium benzene-sulfinates in water has been achieved. In this transformation, environment-friendly conditions (including metal-free and water as solvent) are employed under air conditions, and a series of valuable thioethers are easily obtained in moderate to good yields.

Iodine catalyzed cross-dehydrogenative C-S coupling by C(sp2)-H bond activation: Direct access to aryl sulfides from aryl thiols

A novel, efficient and unprecedented green protocol for the formation of C-S bonds has been developed under metal-free conditions. This protocol involves the synthesis of aryl sulfides through the cross-dehydrogenative coupling of readily available aryl t