146041-79-4

Upstream product

• 473-34-7 N,N-dichloro-p-toluenesulfonamide 
• 931-88-4 cis-Cyclooctene 
• 55962-05-5 [N-(p-tolylsulfonyl)imino]phenyliodinane 
• 127-65-1 chloroamine-T 
• 41085-71-6 bromamine T 
• 55962-05-5 4-methyl-N-[(E)-phenyl-λ³-iodanylidene]benzenesulfonamide 
• 76152-15-3 N-iodo-N-potassio-p-toluenesulphonamide 
• 70-55-3 toluene-4-sulfonamide 
• 292-64-8 Cyclooctan 
• 71996-32-2 N-(5λ⁴-dibenzo[b,d]thiophen-5-ylidene)-4-methylbenzenesulfonamide 
• 931-88-4 1,2-cyclooctene 
• 144-86-5 N-chloro-4-methylbenzenesulfonamide 
• 1338062-05-7 4-methyl-N-[(2-propoxyphenyl)-λ³-iodanylidene]benzenesulfonamide 
• 1058-14-6 N-p-tolylsulfonylphosphine imide 

Downstream Products

• 118157-82-7 (Z)-N-(cyclooct-2-en-1-yl)-4-methylbenzenesulfonamide 
• 1257216-50-4 C₂₁H₂₅NO₃S 
• 197145-72-5 N-(2-chlorocyclooctyl)-4-methylbenzenesulfonamide 

Relevant academic research and scientific papers

Palladium-catalyzed aziridination of alkenes using N,N-dichloro-p-toluenesulfonamide as nitrogen source

N,N-Dichloro-p-toluenesulfonamide (TsNCl2) was found to be an efficient nitrogen source for the aziridination of unfunctionalized alkenes using palladium catalysts. Among the palladium salts, palladium acetate was the most effective catalyst for this reaction. A variety of alkenes were reacted at room temperature with TsNCl2 to form the desired aziridines in moderate to good yields. This method can complement our previous protocol which is limited to the use of electron-deficient α,β-unsaturated alkenes.

Catalytic aziridination of olefins and amidation of thioanisole by a non-heme iron complex

A non-heme iron complex catalyses the aziridination of various olefins and the amidation of thioanisole in good yields at the expense of an aryl iodinane.

Efficient copper-catalyzed benzylic amidation with anhydrous chloramine-T

Benzylic hydrocarbons are selectively converted to the corresponding sulfonamides by the [Cu(CH3CN)4]PF6-catalyzed reaction with anhydrous TolSO2NNaCl (chloramine-T). Under the same conditions, representative ethers are also α-amidated; olefins produce allyl sulfonamides, aziridines, and/or β-chloro sulfonamides.

N-bromoamides as versatile catalysts for aziridination of olefins using chloramine-T

N-Bromoamides catalyze effectively the aziridination of electron-deficient as well as electron-rich olefins using chloramine-T (N-chloro-N-sodio-p-toluenesulfonamide) as a nitrogen source under ambient conditions to afford the corresponding aziridines in

Dinuclear zinc(II) pyrazolates with different degrees of ring-fluorination and their use in zinc(II) mediated olefin aziridination

Zinc complexes [{(3,5-(CF3)2Pz)ZnEt}2(μ-THF)] (1), [{(3-(CF3),5-(t-Bu)Pz)ZnEt}2(μ-THF)] (2), and [{(3,5-(i-Pr)2Pz)ZnEt}2(μ-THF)] (3) adopt dinuclear structures with zinc sites br

Manganese-catalyzed aziridination of olefins with chloramine-T in water and buffered aqueous solutions

A water-soluble, manganese-porphyrin complex was used to catalytically generate aziridines from olefins in moderate to good yields (up to 93%) upon optimization at room temperature and in aqueous media. Reactions using chloramine-T at slightly acidic to n

Heterogeneous Olefin Aziridination Reactions Catalyzed by Polymer-Bound Tris(triazolyl)methane Copper Complexes

Efficient olefin aziridination has been achieved with a tris(triazolyl)methane copper catalyst supported onto polystyrene. Aryl, alkyl and methoxycarbonyl-substituted olefins are converted into N-tosylaziridines in good to high yields. The solid catalyst is readily separated by filtration and recycled, allowing its reuse with no significant loss of the catalytic activity.

An Electron-Poor Dioxa-[2.1.1]-(2,6)-pyridinophane Ligand and Its Application in Cu-Catalyzed Olefin Aziridination

A novel macrocyclic 1,7-dioxa-[2.1.1]-(2,6)-pyridinophane ligand has been synthesized and crystallographically characterized. Two derived metal complexes, dichloropalladium(II) and chlorocopper(I), were prepared. In the palladium(II) complex LPdCl2/

A bromo-capped diruthenium(i,i) N-heterocyclic carbene compound for in situ bromine generation with NBS: Catalytic olefin aziridination reactions

A bromo-capped metal-metal bonded diruthenium(i,i) complex Ru2(CO)4(PIN)2Br2 (1) (PIN = 1-isopropyl-3-(5,7-dimethyl-1,8-naphthyrid-2-yl)imidazol-2-ylidene) generates bromine with N-bromosuccinimide (NBS) at room temperature. Cycloalkene and stilbene are readily brominated by stoichiometric reactions with 1 and NBS. An analysis of the dibrominated products suggests the formation of cyclic bromonium intermediates indicating in situ Br2 generation. Complex 2, an iodide analogue of 1, is also synthesized. The reaction of 2 with N-iodosuccinimide releases I2, which is confirmed by the starch-iodine test. The catalytic utility of 1 is examined for the bromination of phenol. Catalyst 1, in combination with NBS and base, exhibits regioselectivity towards monobrominated products. Furthermore, efficient olefin aziridination is demonstrated utilizing catalyst 1 in the presence of NBS, K2CO3 and TsNH2.

Copper-Catalyzed Aziridination with Redox-Active Ligands: Molecular Spin Catalysis

Small-molecule catalysts as mimics of biological systems illustrate the chemists’ attempts at emulating the tantalizing abilities displayed by nature's metalloenzymes. Among these innate behaviors, spin multistate reactivity is used by biological systems as it offers thermodynamic leverage towards challenging chemical reactivity but this concept is difficult to translate into the realm of synthetic organometallic catalysis. Here, we report a rare example of molecular spin catalysis involving multistate reactivity in a small-molecule biomimetic copper catalyst applied to aziridination. This behavior is supported by spin state flexibility enabled by the redox-active ligand.