22236-47-1

Upstream product

• 123-91-1 1,4-dioxane 
• 127-65-1 chloroamine-T 
• 41085-71-6 bromamine T 
• 70-55-3 toluene-4-sulfonamide 
• 55962-05-5 [N-(p-tolylsulfonyl)imino]phenyliodinane 
• 21849-40-1 dibromamine-T 
• 110-87-2 3,4-dihydro-2H-pyran 

Downstream Products

• 783-88-0 N-<2-(2-hydroxyethoxy)ethyl>-4-methylbenzenesulfonamide 

Relevant academic research and scientific papers

Amination of ethers using chloramine-T hydrate and a copper(I) catalyst

Amination of C-H bonds activated by ether oxygen atoms is facile with chloramine-T as nitrene source and copper(I) chloride in acetonitrile as catalyst. For cyclic ethers the hemiaminal products are generally stable and can be isolated pure. For acyclic e

N-phosphorylated azolylidenes: Novel ligands for dinuclear complexes of coinage metals

Dinuclear silver(I) complexes with bridging N-phosphorylated azolylidene ligands have been synthesized. Subsequent transfer of the ligands to other group 11 metal centers (Cu, Au) has been accomplished, highlighting the usefulness of the silver complexes

Heterogeneous copper-based catalysts for the amidation of activated CH bonds

Copper species highly dispersed on suitable inert oxide supports catalyze the amidation of the α-CH bond of cyclic ethers using a commercial, environmentally benign nitrene source such as chloramine T. The catalytic efficiency depends on the nature of the

Metal-free C-H Activation over Graphene Oxide toward Direct Syntheses of Structurally Different Amines and Amides in Water

Unprecedented metal-free synthesis of a variety of amines and amides is reported via amination of C(sp3)-H and C(sp2)-H bonds. The strategy involves graphene-oxide/I2-catalyzed nitrene insertion using PhINTs as a nitrene (NT) source in water at room temperature. A wide range of structurally different substrates, viz., cyclohexane, cyclic ethers, arenes, alkyl aromatic systems, and aldehydes/ketones, having an α-phenyl ring have been employed successfully to afford the corresponding nitrene insertion product in good yield, albeit low in few cases. The envisaged method has superiority over others in terms of its operational simplicity, metal-free catalysis, use of water as a solvent, ambient reaction conditions, and reusability of the catalyst.

A Metal–Organic Framework with Exceptional Activity for C?H Bond Amination

The development of catalysts capable of fast, robust C?H bond amination under mild conditions is an unrealized goal despite substantial progress in the field of C?H activation in recent years. A Mn-based metal–organic framework (CPF-5) is described that promotes the direct amination of C?H bonds with exceptional activity. CPF-5 is capable of functionalizing C?H bonds in an intermolecular fashion with unrivaled catalytic stability producing >105 turnovers.

Metal-Free Amidation of Ethers with N, N -Dibromosulfonamides

A new metal-free amidation of ethers with N,N-dibromosulfonamides has been developed. A series of hemiaminal ethers or imines were prepared with moderate to good yields.

Cu-iminopyridine complexes as catalysts for carbene and nitrene transfer reactions

Copper complexes with chiral iminopyridine ligands were screened for their catalytic efficiency in carbene (cyclopropanation) and nitrene transfer reactions (aziridination, CH amidation). Both pre-formed and in situ formed complexes were considered. The r

Iron-catalyzed efficient intermolecular amination of C(sp3)-H bonds with bromamine-T as nitrene source

[Fe(N4Py)(CH3CN)](ClO4)2 can efficiently catalyze intermolecular nitrene insertion of sp3 C-H bonds with bromamine-T as the nitrene source, forming the desired tosylprotected amines with NaBr as the by-product.

Polynuclear copper(I) complexes with chelating bis- and tris-N-heterocyclic carbene ligands: Catalytic activity in nitrene and carbene transfer reactions

Di- and trinuclear complexes of copper(I) bearing bis- or tris-N-heterocyclic carbene ligands have been prepared and evaluated as catalysts in nitrene transfer reactions from PhI=NTs to unsaturated and saturated substrates (olefin aziridination and C-H bond amidation) and carbene transfer reactions from diazo compounds to olefins. The complexes exhibited moderate-to-high catalytic activity in both processes. The tosylamidation of C-H bonds, previously unreported with a NHC-containing copper catalyst, was promoted by the dinuclear complexes. Polynuclear oligo-NHC-copper complexes catalyse the transfer of carbene or nitrene fragments to unsaturated and saturated substrates. The first example of the tosylamidation of C-H bonds with a catalyst containing the NHCCu core is described. Copyright

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.