89538-93-2

Upstream product

• 89538-92-1 N-(4-methylbenzenesulfonyl) phenyl sulfonimidoyl chloride 
• 4972-29-6 benzenesulphinyl chloride 
• 873-55-2 sodium benzenesulfonate 
• 108-98-5 thiophenol 

Downstream Products

• 89539-02-6 (-)-S-phenyl-N-tosylsulfonimimidoylmethyl isocyanide 
• 89539-02-6 S-(isocyanomethyl)-S-phenyl-N-tosylsulfoximine 
• 1264737-67-8 N-(4-methylbenzenesulphonyl)-benzene-trifluoromethyl sulfoximine 
• 42153-74-2 S-methyl-S-phenyl-N-(p-tolylsulfonyl)sulfoximide 

Relevant academic research and scientific papers

Rapid Deoxyfluorination of Alcohols with N-Tosyl-4-chlorobenzenesulfonimidoyl Fluoride (SulfoxFluor) at Room Temperature

The deoxyfluorination of alcohols is a fundamentally important approach to access alkyl fluorides, and thus the development of shelf-stable, easy-to-handle, fluorine-economical, and highly selective deoxyfluorination reagents is highly desired. This work describes the development of a crystalline compound, N-tosyl-4-chlorobenzenesulfonimidoyl fluoride (SulfoxFluor), as a novel deoxyfluorination reagent that possesses all of the aforementioned merits, which is rare in the arena of deoxyfluorination. Endowed by the multi-dimensional modulating ability of the sulfonimidoyl group, SulfoxFluor is superior to 2-pyridinesulfonyl fluoride (PyFluor) in fluorination rate, and is also superior to perfluorobutanesulfonyl fluoride (PBSF) in fluorine-economy. Its reaction with alcohols not only tolerates a wide range of functionalities including the more sterically hindered alcoholic hydroxyl groups, but also exhibits high fluorination/elimination selectivity. Because SulfoxFluor can be easily prepared from inexpensive materials and can be safely handled without special techniques, it promises to serve as a practical deoxyfluorination reagent for the synthesis of various alkyl fluorides.

Sulfur(VI) fluoride compounds and methods for the preparation thereof

This application describes a compound represented by Formula (I): (I) wherein: Y is a biologically active organic core group comprising one or more of an aryl group, a heteroaryl aryl group, a nonaromatic hydrocarbyl group, and a nonaromatic heterocyclic group, to which Z is covalently bonded; n is 1, 2, 3, 4 or 5; m is 1 or 2; Z is O, NR, or N; X1 is a covalent bond or —CH2CH2—, X2 is O or NR; and R comprises H or a substituted or unsubstituted group selected from an aryl group, a heteroaryl aryl group, a nonaromatic hydrocarbyl group, and a nonaromatic heterocyclic group. Methods of preparing the compounds, methods of using the compounds, and pharmaceutical compositions comprising the compounds are described as well.

Synthesis of CF3-substituted sulfoximines from sulfonimidoyl fluorides

N-Protected trifluoromethyl-substituted sulfoximines have been prepared by treatment of sulfonimidoyl fluorides with a combination of the Ruppert-Prakash reagent (TMSCF3) and tetrabutyl ammonium fluoride (TBAF). The starting materials were accessed following two synthetic routes, and for each reaction sequence the substrate scope was evaluated. Accordingly, a wide variety of aryl-substituted products were obtained in moderate to good yield.

Synthesis of arylsulfonimidoyl fluorides and their use in the preparation of (arylsulfonimidoyl)methyl isocyanides. Partial resolution of optically active S-phenyl-N-tosylsulfonimidoyl fluoride

N-Tosyl- and N-methyl-substituted sulfonimidoyl fluorides (2) have been synthesized from the corresponding chlorides by displacement with fluoride ion.S-Phenyl-N-tosylsulfonimidoyl fluoride (2a) is a stable (persistent) shelf compound, which has been used