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Upstream product

• 71996-32-2 N-(5λ⁴-dibenzo[b,d]thiophen-5-ylidene)-4-methylbenzenesulfonamide 
• 123-09-1 4-chlorophenyl methyl sulfide 
• 941-55-9 4-toluenesulfonyl azide 
• 242461-31-0 [N-(p-toluenesulfonyl)imino](2-tert-butylsulfonyl)phenyliodinane 
• 55962-05-5 [N-(p-tolylsulfonyl)imino]phenyliodinane 
• 127-65-1 chloroamine-T 
• 144-86-5 N-chloro-4-methylbenzenesulfonamide 

Downstream Products

• 123-09-1 4-chlorophenyl methyl sulfide 
• 35539-97-0 C₁₄H₁₄ClNO₃S₂ 

Relevant academic research and scientific papers

Highly efficient sulfimidation of 1,3-dithianes by Cu(I) complexes

A series of four Cu(I) complexes were tested for sulfimidation of 1,3-dithianes in the presence of [N-(p-tolysulfonyl)imino]phenyliodinane (PhI=NTs) as the nitrene-transfer agent. Cu(TMPhen)(PPh3)Br is an efficient catalyst with more than 90% yield of the

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)

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.

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

A diiron(III,IV) imido species very active in nitrene-transfer reactions

Metal-catalyzed nitrene transfer reactions arouse intense interest as clean and efficient procedures for amine synthesis. Efficient Rh- and Ru-based catalysts exist but Fe alternatives are actively pursued. However, reactive iron imido species can be very short-lived and getting evidence of their occurrence in efficient nitrene-transfer reactions is an important challenge. We recently reported that a diiron(III,II) complex is a very efficient nitrene-transfer catalyst to various substrates. We describe herein how, by combining desorption electrospray ionization mass spectrometry, quantitative chemical quench experiments, and DFT calculations, we obtained conclusive evidence for the occurrence of an {FeIIIFeIV=NTosyl} intermediate that is very active in H-abstraction and nitrene-transfer reactions. DFT calculations revealed a strong radical character of the tosyl nitrogen atom in very low-lying electronic configurations of the FeIV ion which are likely to confer its high reactivity. Nitrene transfer: An FeIIIFeIV imido intermediate is identified in nitrene-transfer reactions by desorption electrospray ionization mass spectrometry (DESI-MS). DFT calculations show that low-lying FeIIIFeIII-.N-tosyl configurations play a major role in the high reactivity of the intermediate. Copyright

[FeIII(F20-tpp)Cl] Is an effective catalyst for nitrene transfer reactions and animation of saturated hydrocarbons with sulfonyl and aryl azides as nitrogen source under thermal and microwave-assisted conditions

[FeIII(F20-tpp)Cl] (F20tpp = meso- tetrakis(pentafluorophenyl)porphyrinato dianion) is an effective catalyst for imido/nitrene insertion reactions using sulfonyl and aryl azides as nitrogen source. Under thermal conditions, aziridination of aryl and alkyl alkenes (16 examples, 60-95% yields), sulfimidation of sulfides (11 examples, 76-96% yields), allylic amidation/amination of α-methylstyrenes (15 examples, 68-83% yields), and amination of saturated C-H bonds including that of cycloalkanes and adamantane (eight examples, 64-80% yields) can be accomplished by using 2 mol % [FeIII(F20- tpp)Cl] as catalyst. Under microwave irradiation conditions, the reaction time of aziridination (four examples), allylic amination (five examples), sulfimidation (two examples), and amination of saturated C-H bonds (three examples) can be reduced by up to 16fold (24-48 versus 1.5-6 h) without significantly affecting the product yield and substrate conversion.

Generation of nitrene by the photolysis of N-substituted iminodibenzothiophene

(Chemical Equation Presented) To evaluate the ability of dibenzothiophene N-substituted sulfilimines as photochemical nitrene sources, their photolyses in the presence of several trapping reagents, such as sulfides, olefins, and phosphorus compounds, were performed. In the reactions, the corresponding imino-transfer compounds, namely sulfilimines, aziridines, and iminophosphoranes, were formed in good yields, indicating dibenzothiophene N-tosyl and N-acylsulfilimines have a potent nature as nitrogen sources.

Electronic effect, steric hindrance, and anchimeric assistance in oxidation of sulphides. Neighbouring-group participation through Sulphur-oxygen nonbonded interaction

Using a set of sulphides o- and p-XC6H4SMe, the electronic effect, steric hindrance, and anchimeric assistance for electrophilic Cl+ addition by TsNHCI and O-transfer by NalO4 were investigated by a kinetic method. The steric effect and anchimeric assistance of the ortho-substituents were evaluated by comparing the reactivity of ortho- and para-substituted compounds (K = ko/kp). For neighbouringgroup activity the following order was obtained: CH2OH ~ CH2OMe ~ CH2CO2Me CH2CO2H ~ CH2NMe2 CH2C02 - ~ CHO CO2Me ~ CO2H COMe ~ CONH2 C02- Reaction rates show that the anchimeric assistance is governed by an S mellip; 0 or S ... N close contact developed in the transition state between oppositely polarized heteroatoms. Factors controlling neighbouringgroup participation through attractive non-bonded interactions are discussed.