83706-37-0

Upstream product

• 696-62-8 para-iodoanisole 
• 4381-25-3 S-methyl-S-phenylsulfoximine 
• 14934-04-4 N-(4-methoxyphenyl)benzenesulfinamide 
• 141339-54-0 bis(4-anisyl)iodonium triflate 
• 1193-82-4 racemic methyl phenyl sulfoxide 
• 100-68-5 methyl-phenyl-thioether 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 459-64-3 4-methoxybenzenediazonium tetrafluoroborate 
• 19501-58-7 4-methoxyphenylhydrazine hydrochloride 
• 5720-07-0 4-methoxyphenylboronic acid 
• 35692-27-4 triethoxy(4-methoxyphenyl)silane 
• 917-54-4 methyllithium 
• 83706-29-0 N-(4-Methoxyphenyl)benzenesulfonimidoyl fluoride 

Relevant academic research and scientific papers

Copper catalyzed N-arylation of sulfoximines with aryldiazonium salts in the presence of DABCO under mild conditions

N-Arylation of sulfoximines with aryldiazonium tetrafluoroborates is demonstrated in the presence of copper chloride and DABCO. A wide range of aryl and alkyl sufoximines are participated in the coupling reaction with different aryldiazonim salts bearing electron donating and withdrawing groups and provided the desired products in 67–88percent yields. The reaction proceeds through a radical mechanism.

Nickel-Catalyzed N-Arylation of NH-Sulfoximines with Aryl Halides via Paired Electrolysis

A novel strategy for the N-arylation of NH-sulfoximines has been developed by merging nickel catalysis and electrochemistry (in an undivided cell), thereby providing a practical method for the construction of sulfoximine derivatives. Paired electrolysis is employed in this protocol, so a sacrificial anode is not required. Owing to the mild reaction conditions, excellent functional group tolerance and yield are achieved. A preliminary mechanistic study indicates that the anodic oxidation of a NiII species is crucial to promote the reductive elimination of a C?N bond from the resulting NiIII species at room temperature.

Copper-Catalyzed N -Arylation of Sulfoximines with Arylboronic Acids under Mild Conditions

N -Arylation of sulfoximines with different arylboronic acids, including sterically hindered boronic acids, is achieved using copper(I) iodide and 4-DMAP at room temperature. Moreover, N -arylation of biologically relevant l -methionine sulfoximine is demonstrated for the first time. All these reactions provided the desired products in excellent yields within a short span of time. The optimized reaction conditions are well suited to the task of N -vinylation of sulfoximine with trans -2-phenylvinylboronic acid.

Copper-catalyzed denitrogenative N-arylation of sulfoximines and sulfonamides with arylhydrazines

A Cu-mediated ligand-free arylation of NH-sulfoximines and sulfonamides by arylhydrazine hydrochlorides was herein demonstrated. The oxidative transformation provided an easy access towards N-aryl sulfoximines and sulfonamides in high yields (up to 93% yields) with broad functional groups tolerance (up to 36 examples). The protocol was proposed to take place through the free radical pathway based on the results of control reactions and EPR analysis.

Sulfonyl imide or sulfonamide of the denitrification arylation method and product and application

A sulfonyl imide or sulfonamide of the denitrification arylation method and product and application, sulfonimide or sulfonamide of the denitrification arylation method, comprises the following steps: to arylhydrazine and sulfonyl imide or sulfonamide as raw material, the catalyst palladium salt, alkali, solvent and oxidizing agent in the presence of, prepared N - aryl sulfonyl imide or N - aryl sulfonamides. The sulfonimide or sulfonamide of the denitrification arylation method, by adopting the arylhydrazine and sulfonimide or sulfonamide as raw materials used to prepare N - aryl sulfonyl imide or N - aryl sulfonamides, arylhydrazine because of having low cost, high reactivity and easy accessibility and the like, can make the sulfonyl imide or a sulfonamide for the arylation of the method cost is relatively low. The arylhydrazine as aryl group donor, the reaction by-product is N2 And H2 O, so it has the characteristics of green and environmental protection.

Sulfonimidates: Useful Synthetic Intermediates for Sulfoximine Synthesis via C-S Bond Formation

Medicinally relevant sulfoximines are accessed from C-S coupling of sulfonimidates and commercially available organomagnesium reagents. Sulfonimidates are conveniently synthesized by oxidative alkoxylation of readily available sulfinamides. This constitutes a general C-S coupling approach for the synthesis of sulfoximines.

Sulfoximines from a Medicinal Chemist's Perspective: Physicochemical and in vitro Parameters Relevant for Drug Discovery

Sulfoximines, sulfondiimides and sulfonimidamides are fascinating but not yet fully explored variants of the common sulfone or sulfonamide motif. In this study, we report the physicochemical and in vitro properties of sulfoximines and compare them with related analogs and isosteres. Furthermore, we present a matched molecular pair analysis of compounds from drug discovery projects within Boehringer Ingelheim. We demonstrate that the sulfoximine moiety is a chemically stable, comparatively polar and weakly basic functional group, often leading to favorable aqueous solubility, permeability and metabolic stability. Moreover, their additional vectors at nitrogen enable simple chemical modifications and thus facilitate exploration and fine-tuning of the molecular properties. We conclude that sulfoximines and their congeners do not exhibit any intrinsic flaw but significantly enrich the toolbox of medicinal chemists.

Metal-Free Approach for the Synthesis of N-Aryl Sulfoximines via Aryne Intermediate

A metal-free and operationally simple N-arylation of NH-sulfoximines with aryne precursors is reported. Transition metal-free reaction conditions and shorter reaction times are the highlights of the present method. The mild optimized condition was also found to be suitable with enantiopure substrates.

Mild copper-TBAF-catalyzed N-arylation of sulfoximines with aryl siloxanes

An efficient copper-TBAF-catalyzed C-N bond formation of sulfoximines with arylsiloxanes in dichloromethane at room temperature, affording the desired N-aryl sulfoximines in good to excellent yields under an oxygen atmosphere, is reported. This method complements the existing synthetic approaches due to some advantageous properties of arylsiloxanes such as availability, low toxicity, ease of handling, high stability, and environmental benignity under mild reaction conditions, thus opening a new approach to practical C-N bond formation.

Copper-catalyzed ultrasound-expedited N-arylation of sulfoximines using diaryliodonium salts

An ultrasound-accelerated route for an expeditious N-arylation of NH-sulfoximines is described that involves the use of diaryliodonium salts in aqueous polyethylene glycol-400 and copper(I) bromide as catalyst at room temperature. The high yields of the p