89538-92-1

Upstream product

• 4972-29-6 benzenesulphinyl chloride 
• 7080-50-4 chloramine T trihydrate 
• 108-98-5 thiophenol 
• 873-55-2 sodium benzenesulfonate 

Downstream Products

• 1264737-67-8 N-(4-methylbenzenesulphonyl)-benzene-trifluoromethyl sulfoximine 
• 89538-93-2 N-(4-methylbenzenesulfonyl) phenyl sulfonimidoyl fluoride 
• 181420-65-5 4-methyl-N-[oxo(2-oxo-2-phenylethyl)(phenyl)-λ⁶-sulfanylidene]benzenesulfonamide 

Relevant academic research and scientific papers

Regio- and Stereoselective Chloro Sulfoximidations of Terminal Aryl Alkynes Enabled by Copper Catalysis and Visible Light

By visible-light photoredox catalysis with copper complexes, sulfoximidoyl chlorides add to terminal aryl alkynes to give the corresponding (E)-β-chlorovinyl sulfoximines with exclusive regio- and stereoselectivities in high yields. Two representative pro

Visible Light-Promoted Synthesis of β-Keto Sulfoximines from N-Tosyl-Protected Sulfoximidoyl Chlorides

Under visible light, N-tosyl-protected sulfoximidoyl chlorides react with aryl alkynes to give β-keto sulfoximines. The reaction is characterized by a high functional group tolerance and good yields. It can be improved by the presence of a ruthenium photo

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.

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.