108698-57-3

Upstream product

• 98-88-4 benzoyl chloride 
• 603-76-9 1-methylindole 
• 108-98-5 thiophenol 
• 100-58-3 phenylmagnesium bromide 
• 873-55-2 sodium benzenesulfonate 
• 670-98-4 methyl benzenesulfinate 
• 6829-66-9 N-butylbenzenesulfinamide 
• 618-41-7 Benzenesulfinic acid 
• 54491-43-9 3-phenylthioindole 
• 98508-67-9 3-(phenylsulfinyl)-1H-indole 
• 74-88-4 methyl iodide 

Downstream Products

• 108698-59-5 1-methyl-2-chloro-3-phenylthioindole 

Relevant academic research and scientific papers

Transition-Metal-Free Electrophilic Fluoroalkanesulfinylation of Electron-Rich (Het)Arenes with Fluoroalkyl Heteroaryl Sulfones via C(Het)?S and S=O Bond Cleavage

A novel Ph2P(O)Cl-mediated direct fluoroalkanesulfinylation of electron-rich (het)arenes using fluoroalkyl heteroaryl sulfones as the RfSO source (Rf=C4F9, CF2Cl, CF2Br, and CF2COOEt) was developed. This is the first example where 2-HetSO2Rf performs as the RfSO synthon in organic synthesis via both C(Het)?S and S=O bond cleavage. (Figure presented.).

A sulfenylation reaction: Direct synthesis of 3-arylsulfinylindoles from arylsulfinic acids and indoles in water

A novel and efficient electrophilic sulfenylation of indoles with arylsulfinic acids is realized. The reaction utilizes readily available starting materials in water under catalyst- and additive-free conditions, providing an alternative and attractive approach to 3-arylsulfinylindoles with high yields. Preliminary mechanistic investigation suggested that the reaction is through an electrophilic substitution process.

Nitrosoarene-catalyzed regioselective aromatic C-H sulfinylation with thiols under aerobic conditions

Aromatic amines and (hetero)arenes, such as indoles and pyrroles, are regioselectively sulfinylated under mild aerobic conditions using nitrosoarenes as a redox-catalyst. The nitrosoarene is involved in the electron transfer process with arenes to generate a crucial arene radical cation intermediate for C-H sulfinylation. The present methodology requires no directing group, can be scaled up easily and is applicable for the late-stage functionalization of drug molecules and natural products with high regioselectivity.

Regioselective and oxidant-free sulfinylation of indoles and pyrroles with sulfinamides

An unexpected time-controlled highly selective C3-or C2-sulfinylation of pyrroles with sulfinamides is reported for the first time. The sulfinylation of indoles with sulfinamides using this protocol is oxidant-free and can be performed under obviously more feasible conditions (1.2 equiv. of indoles, 10 min) in comparison with the precedent procedure (3-20 equiv. of indoles, 16-18 h, ammonium persulfate as oxidant, hv). A variety of functional groups were tolerated, and various C2-thioindoles and C2/3-thiopyrroles were obtained in moderate to excellent yields.

A 3 - indole aryl sulfoxide compound of preparation method (by machine translation)

The invention provides a 3 - indole aryl sulfoxide compound of preparation method. Its steps are: the indole compound, sulfin amine compounds and accelerator dissolve in the organic solvent, under a certain temperature to stir until the reaction is comple

Dramatic influence of ionic liquid and ultrasound irradiation on the electrophilic sulfinylation of aromatic compounds by sulfinic esters

The sulfinylation reaction of aromatic and hetero-aromatic compounds with sulfinic esters as electrophiles has been investigated in different ionic liquids and by means of different Lewis acid salts in order to get moderate to good yields of asymmetrical

Visible-Light-Accelerated C?H Sulfinylation of Heteroarenes

Heteroaromatic sulfoxides are a frequent structural motif in natural products, drugs, catalysts, and materials. We report a metal-free visible-light-accelerated synthesis of heteroaromatic sulfoxides from sulfinamides and peroxodisulfate. The reaction proceeds at room temperature with blue-light irradiation and allows the C?H sulfinylation of electron-rich heteroarenes, such as pyrroles and indoles. An electrophilic aromatic substitution mechanism is proposed based on the substrate scope, substitution selectivity, and competition experiments with different nucleophiles.

1,2,3-trisubstituted indoles for treatment of inflammation

Disclosed are compounds of the formula STR1 wherein the several groups are defined herein. These compounds are useful for treating inflammation.