205581-06-2

Upstream product

• 100-68-5 methyl-phenyl-thioether 
• 127-65-1 chloroamine-T 
• 144-86-5 N-chloro-4-methylbenzenesulfonamide 
• 70615-41-7 N-tosyl-S-methyl-S-phenyl sulfondiimine 
• 55962-05-5 [N-(p-tolylsulfonyl)imino]phenyliodinane 
• 55962-05-5 4-methyl-N-[(E)-phenyl-λ³-iodanylidene]benzenesulfonamide 
• 941-55-9 4-toluenesulfonyl azide 
• 71996-32-2 N-(5λ⁴-dibenzo[b,d]thiophen-5-ylidene)-4-methylbenzenesulfonamide 
• 1240327-54-1 2-(tert-butylsulfonyl)-5-tert-butyl-(tosyliminoiodo)benzene 
• 1516-60-5 4-nitrophenyl azide 
• 242461-31-0 [N-(p-toluenesulfonyl)imino](2-tert-butylsulfonyl)phenyliodinane 
• 108-98-5 thiophenol 
• 18522-92-4 sodium p-toluenesulfonamide 
• 42397-39-7 Phenyl-methyl-sulfilimin 

Downstream Products

• 42397-39-7 Phenyl-methyl-sulfilimin 
• 100-68-5 methyl-phenyl-thioether 
• 42153-74-2 S-methyl-S-phenyl-N-(p-tolylsulfonyl)sulfoximide 
• 847805-93-0 (E)-S-(2-phenylethenyl)-S-phenyl-N-(toluene-4-sulfonyl)sulfilimine 
• 4381-25-3 S-methyl-S-phenylsulfoximine 
• 49620-56-6 (R)-S-methyl-S-phenyl-N-(p-tolylsulfonyl)sulfoximine 
• 60933-65-5 (R)-S-methyl-S-phenylsulfoximine 
• 169137-89-7 S-(prop-2-enyl)-S-phenyl-N-(p-tolylsulfonyl) sulfoximide 
• 142034-13-7 S-Phenyl-S-<(E)-3-phenylethenyl>-N-(toluene-p-sulfonyl)sulfoximine 
• 89279-68-5 S-phenyl-N-(p-tolylsulfonyl)-S-vinylsulfoximide 
• 147383-20-8 S-((E)-prop-1-enyl)-S-phenyl-N-(p-tolylsulfonyl)sulfoximide 

Relevant academic research and scientific papers

Achieving One-Electron Oxidation of a Mononuclear Nonheme Iron(V)-Imido Complex

A mononuclear nonheme iron(V)-imido complex bearing a tetraamido macrocyclic ligand (TAML), [FeV(NTs)(TAML)]- (1), was oxidized by one-electron oxidants, affording formation of an iron(V)-imido TAML cation radical species, [FeV(NTs)(TAML+?)] (2); 2 is a diamagnetic (S = 0) complex, resulting from the antiferromagnetic coupling of the low-spin iron(V) ion (S = 1/2) with the one-electron oxidized ligand (TAML+?). 2 is a competent oxidant in C-H bond functionalization and nitrene transfer reaction, showing that the reactivity of 2 is greater than that of 1.

Highly enantioselective (OC)Ru(salen)-catalyzed sulfimidation using N-alkoxycarbonyl azide as nitrene precursor

Enantioselective imidation of alkyl aryl sulfides with N-alkoxycarbonyl azide as a nitrene precursor was effected by using (OC)Ru(salen) complex 1 as catalyst. The steric and electronic nature of the N-alkoxycarbonyl group was found to strongly affect the enantioselectivity and the reaction rate, and high enantioselectivity (up to 99% ee) and good chemical yields were achieved by using 2,2,2-trichloro-1,1-dimethylethoxycarbonyl azide as the nitrene precursor at room temperature.

Catalytic Chemoselective Sulfimidation with an Electrophilic [CoIII(TAML)]?-Nitrene Radical Complex**

The cobalt species PPh4[CoIII(TAMLred)] is a competent and stable catalyst for the sulfimidation of (aryl)(alkyl)-substituted sulfides with iminoiodinanes, reaching turnover numbers up to 900 and turnover frequencies of 640 min?1 under mild and aerobic conditions. The sulfimidation proceeds in a highly chemoselective manner, even in the presence of alkenes or weak C?H bonds, as supported by inter- and intramolecular competition experiments. Functionalization of the sulfide substituent with various electron-donating and electron-withdrawing arenes and several alkyl, benzyl and vinyl fragments is tolerated, with up to quantitative product yields. Sulfimidation of phenyl allyl sulfide led to [2,3]-sigmatropic rearrangement of the initially formed sulfimide species to afford the corresponding N-allyl-S-phenyl-thiohydroxylamines as attractive products. Mechanistic studies suggest that the actual nitrene transfer to the sulfide proceeds via (previously characterized) electrophilic nitrene radical intermediates that afford the sulfimide products via electronically asynchronous transition states, in which SET from the sulfide to the nitrene radical complex precedes N?S bond formation in a single concerted process.

Sulfonylimino group transfer reaction using imino-λ3-iodanes with I2 as catalyst under metal-free conditions

A new practical procedure of imination for sulfide has been developed. The treatment of (N-tosylimino)-phenyl-λ3-iodane, PhINTs, with various sulfides in the presence of a catalytic amount of I2 under metal-free conditions affords the corresponding N-tosylsulfilimine compounds with moderate to good yields. This facile transfer procedure of the sulfonylimino group can also be applied to triphenylphosphine to produce the respective iminotriphenylphosphoranes in high yields. According to the reaction mechanism studies, the process of imination from (N-tosylimino)-phenyl-λ3-iodane to sulfide under the conditions may involve radical steps within the reaction mechanism.

Octahedral iron(iv)-tosylimido complexes exhibiting single electron-oxidation reactivity

High valent iron species are very reactive molecules involved in oxidation reactions of relevance to biology and chemical synthesis. Herein we describe iron(iv)-tosylimido complexes [FeIV(NTs)(MePy2tacn)](OTf)2 (1(IV)

Copper-catalyzed imination of sulfoxides and sulfides

Sulfoximines and sulfilimines have attracted considerable interest among organic chemists. The Cu(II)-catalyzed imination of sulfoxides and sulfides using various N-fluoro benzenesulfonamides was investigated in this study. The scope of the reaction was demonstrated by using several substituted sulfides and sulfoxides. The flow strategy for the preparation of NH-sulfoximines was also examined. By trapping nitrene intermediates through triphenylphosphine, we found that the reaction was conducted through a metal-nitrene intermediate mechanism.

A Mononuclear Nonheme Iron(V)-Imido Complex

Mononuclear nonheme iron(V)-oxo complexes have been reported previously. Herein, we report the first example of a mononuclear nonheme iron(V)-imido complex bearing a tetraamido macrocyclic ligand (TAML), [(TAML)FeV(NTs)]? (1). The spectroscopic characterization of 1 revealed an S = 1/2 Fe(V) oxidation state, an Fe - N bond length of 1.65(4) ?, and an Fe - N vibration at 817 cm-1. The reactivity of 1 was demonstrated in C - H bond functionalization and nitrene transfer reactions.

Tripodal S-Ligand Complexes of Copper(I) as Catalysts for Alkene Aziridination, Sulfide Sulfimidation, and C-H Amination

Copper(I) complexes of tris(thioimidazolyl)borates (R′TmR), including [Cu(TmPh)(PR″3)] (R″ = Ph, Cu1; Cy, Cu2) and [Cu(R′TmPh)(PR″3)]+ (R′ = N-methylimidazole; R″ = Ph, Cy) were prepared an

Asymmetric Enzymatic Synthesis of Allylic Amines: A Sigmatropic Rearrangement Strategy

Sigmatropic rearrangements, while rare in biology, offer opportunities for the efficient and selective synthesis of complex chemical motifs. A "P411" serine-ligated variant of cytochrome P450BM3 has been engineered to initiate a sulfimidation/[2,3]-sigmatropic rearrangement sequence in whole E. coli cells, a non-natural function for any enzyme, providing access to enantioenriched, protected allylic amines. Five mutations in the enzyme substantially enhance its activity toward this new function, demonstrating the evolvability of the catalyst toward challenging nitrene transfer reactions. The evolved catalyst additionally performs the highly enantioselective imidation of non-allylic sulfides.

Methods and systems for sulfimidation or sulfoximidation of organic molecules

The disclosure generally relates to the fields of synthetic organic chemistry. In particular, the present disclosure relates to methods and systems for the imidation of sulfides.