212313-35-4

Upstream product

• 1008-89-5 2-phenylpyridine 
• 70-55-3 toluene-4-sulfonamide 
• 29528-30-1 2-(2-pyridyl)aniline 
• 98-59-9 p-toluenesulfonyl chloride 
• 109-04-6 2-bromo-pyridine 
• 98-80-6 phenylboronic acid 
• 1613027-61-4 methyl 4-[(4-methylphenylsulfonamido)oxycarbonyl]benzoate 
• 1593-60-8 p-toluenesulfonylhydroxylamine 
• 127-65-1 chloroamine-T 
• 71996-32-2 N-(5λ⁴-dibenzo[b,d]thiophen-5-ylidene)-4-methylbenzenesulfonamide 
• 941-55-9 4-toluenesulfonyl azide 
• 945491-50-9 rac-(T-4)-chloro(η5-pentamethylcyclopentadienyl)(2-phenylene-κC(1'),pyridine-κN)rhodium(III) 
• 104504-02-1 4-methyl-N-(tosyloxy)benzenesulfonamide 
• 55962-05-5 [N-(p-tolylsulfonyl)imino]phenyliodinane 

Downstream Products

• 219135-61-2 Ru((C₅H₄N)2)2(C₅H₄NC₆H₄NSO₂C₆H₄CH₃)⁽¹⁺⁾*PF₆^(1-)=[Ru((C₅H₄N)2)2(C₅H₄NC₆H₄NSO₂C₆H₄CH₃)]PF₆ 

Relevant academic research and scientific papers

Selective C(sp2)-H Amination Catalyzed by High-Valent Cobalt(III)/(IV)-bpy Complex Immobilized on Silica Nanoparticles

High-valent cobaltIV-bpy complex stabilized in silica matrix was detected as catalytically active form and intermediate in cobalt-mediated oxidative C?H/NH cross-coupling reaction. These CoIV species prepared by electrooxidation of CoIII(bpy)3-doped silica nanoparticles (SNs) at relatively low anodic potentials have demonstrated high catalytic activity. Both size and architecture of the SNs are highlighted as the factors beyond the complex structure affecting its oxidation potential and catalytic efficiency. The factors have been optimized for the catalyst with high efficiency, easy separation and reusability for 7 times at least. The optimal nanocatalyst (1 mol%) provides 100 % conversion of reactants in a single step of ligand-directed coupling of H2NTs with arenes under electrochemical regeneration conditions. The results emphasize both synthetic route for efficient embedding of CoIII(bpy)3 into silica support and the electrochemical generation of CoIV complexes as a facile route for developing the efficient nanocatalyst of oxidative functionalization. The observed reactivity has the potential in development of Co-catalyzed coupling reactions.

Dibenzothiophenesulfilimines: A Convenient Approach to Intermolecular Rhodium-Catalysed C?H Amidation

A sulfilimine-based Group 9 transition-metal-catalysed C?H amidation procedure is reported. Dibenzothiophene-based sulfilimines were shown to constitute a class of novel amidation reagents which enable the transfer of a wide range of N-sulfonyl and N-acyl

Rhodium-Catalyzed C?H Activation Enabled by an Indium Metalloligand

Rhodium complexes with an indium metalloligand were successfully synthesized by utilizing a pyridine-tethered cyclopentadienyl ligand as a support for an In?Rh bond. The indium metalloligand dramatically changes the electronic and redox properties of the

Manganese-Catalyzed C?H Amidation of Heteroarenes in Water

We have developed an efficient manganese-catalyzed amidation of various heteroarenes via C?H bond activation using readily available sulfonyl azides. The key step is heteroarene directed electrophilic aromatic metalation using MnBr(CO)5 as catalyst. This method offers excellent chemical yields and regioselectivity with good functional group tolerance. This base metal catalyzed reaction proceeds efficiently using water as the only solvent and nitrogen is the only byproduct. (Figure presented.).

RuHCl(CO)(PPh3)3-Catalyzed Direct Amidation of Arene C-H Bond with Azides

We first report the direct ortho C-H amidation of arenes with azides by using a novel and inexpensive RuHCl(CO)(PPh3)3 catalyst. The reaction proceeds efficiently in high yield over a broad range of substrates without requirement of any additional silver salt or additive.

Chelation-Assisted Rhodium-Catalyzed Direct Amidation with Amidobenziodoxolones: C(sp2)-H, C(sp3)-H, and Late-Stage Functionalizations

Air-stable and convenient amidobenziodoxolones as an amidating reagent were disclosed to enable direct amidation on a wide range of C(sp2)-H bonds of (hetero)arenes and alkenes, as well as unactivated C(sp3)-H bonds under RhIII catalysis. The approach to access 49 examples of structurally diverse amides is featured by mild conditions, complete chemoselectivity and regioselectivity, broad substrate scope (not limited to strongly heterocyclic coordinating groups), and tolerance of valuable functional substituents, such as unprotected amine and hydroxyl groups. The synthetic applicability of this protocol is also demonstrated by late-stage functionalization of biologically important scaffolds.

Cobalt(III)-catalyzed C-H amidation of arenes using acetoxycarbamates as convenient amino sources under mild conditions

The Co(III)-catalyzed direct C-H amidation of arenes has been developed using O-acylcarbamates as a convenient amino source. This reaction proceeded in high efficiency under external oxidant-free conditions with a broad range of arene substrates, includin

N -substituted hydroxylamines as synthetically versatile amino sources in the iridium-catalyzed mild C-H amidation reaction

N-Substituted hydroxylamines such as aroyloxy- or acyloxycarbamates were successfully employed as synthetically versatile amino precursors in the iridium-catalyzed direct C-H amidation of arenes. The reaction proceeds smoothly at room temperature over a broad range of substrates with high functional group tolerance to afford N-substituted arylamine products.

Mechanistic studies of the rhodium-catalyzed direct C-H amination reaction using azides as the nitrogen source

Direct C-H amination of arenes offers a straightforward route to aniline compounds without necessitating aryl (pseudo)halides as the starting materials. The recent development in this area, in particular in the metal-mediated transformations, is significant with regard to substrate scope and reaction conditions. Described herein are the mechanistic details on the Rh-catalyzed direct C-H amination reaction using organic azides as the amino source. The most important two stages were investigated especially in detail: (i) the formation of metal nitrenoid species and its subsequent insertion into a rhodacycle intermediate, and (ii) the regeneration of catalyst with concomitant release of products. It was revealed that a stepwise pathway involving a key Rh(V)-nitrenoid species that subsequently undergoes amido insertion is favored over a concerted C-N bond formation pathway. DFT calculations and kinetic studies suggest that the rate-limiting step in the current C-H amination reaction is more closely related to the formation of Rh-nitrenoid intermediate rather than the presupposed C-H activation process. The present study provides mechanistic details of the direct C-H amination reaction, which bears both aspects of the inner- and outer-sphere paths within a catalytic cycle.