1752-86-9

Upstream product

• 98-98-6 2-Picolinic acid 
• 106-49-0 p-toluidine 
• 82776-73-6 N-Cyclopentyl-N-(pyridine-2-carbonyl)-benzamide 
• 82776-72-5 N-(Pyridine-2-carbonyl)-N-pyridin-2-yl-benzamide 
• 83728-56-7 N-Benzoyl-4-methyl-N-(pyridine-2-carbonyl)-benzenesulfonamide 
• 1452-77-3 pyridine-2-carboxylic acid amide 
• 5720-05-8 4-methylphenylboronic acid 
• 7175-47-5 4-methylphenyl isocyanide 
• 107263-95-6 N-fluoropyridinium triflate 
• 107-12-0 propiononitrile 
• 29745-44-6 pyridine-2-carbonyl chloride 
• 70-55-3 toluene-4-sulfonamide 
• 586-98-1 2-Hydroxymethylpyridine 
• 4334-26-3 4-methyl-N-((pyridine-2-yl)methyl)benzeneamine 

Downstream Products

• 76539-98-5 N-(Pyridine-2-carbonyl)-N-p-tolyl-benzamide 
• 728889-01-8 tris(N-(4-methylphenyl)picolinamido)ruthenium(III) 
• 1075281-34-3 [IrH₂(PPh₃)2(N-(4-methylphenyl)picolinamide(-1H))] 
• 1075281-23-0 [IrHCl(PPh₃)2(N-(4-methyphenyl)picolinamide(-1H))] 
• 1373759-01-3 C₂₆H₂₄ClN₄O₃Rh 
• 1373759-00-2 C₂₆H₂₃Cl₂N₄O₂Rh 
• 76540-17-5 C₂₀H₁₆N₂O₂*ClH 

Relevant academic research and scientific papers

Structural evidence for the facile chelate-ring opening reactions of novel platinum(II)-pyridine carboxamide complexes

The design of Pt(II) complexes with novel structural features is of great relevance in the search for new anticancer agents with innovative chemical and biological properties. In this work we have synthesised and structurally characterised three novel Pt(

Copper-mediated ortho C–H primary amination of anilines

We report herein a copper-mediated ortho C–H primary amination of anilines by using cheap and commercially available benzophenone imine as the amination reagent. The protocol show good functional group tolerance and heterocyclic compatibility. Late-stage diversification of drugs demonstrate the synthetic utility of this protocol.

A metal-free picolinamide assisted electrochemical ortho-trifluoromethylation of arylamines

An eco-friendly and effective electrochemical process was developed for the ortho-trifluoromethylation of arylamines using CF3SO2Na as the trifluoromethyl source, affording the desired products in moderate to good yields with high regioselectivity under mild reaction conditions. Importantly, the requirement for both transition metals and oxidants utilized in previous methods were avoided. A radical mechanism was proposed on the basis of various control experiments.

Copper(ii) mediatedorthoC-H alkoxylation of aromatic amines using organic peroxides: efficient synthesis of hindered ethers

Synthesis of hindered alkyl aryl ether derivatives (R-O-Ar) remains a huge challenge and highly desirable in organic and medicinal chemistry because extensive substitution on the ether bond prevents the undesired metabolic process and thus avoids rapid de

Copper-catalyzed: Ortho -C(sp2)-H amination of benzamides and picolinamides with alkylamines using oxygen as a green oxidant

A versatile Cu-catalyzed direct ortho-C(sp2)-H amination of benzamides and picolinamides with alkylamines has been achieved. This method employs cheap and eco-friendly copper as a catalyst and oxygen as an oxidant, and also has the advantages of straightf

Rh-Catalyzed Annulative Insertion of Terminal Olefin onto Pyridines via a C-H Activation Strategy Using Ethenesulfonyl Fluoride as Ethylene Provider

A Rh(III)-catalyzed annulative insertion of ethylene onto picolinamides was achieved, providing a portal to a class of unique pyridine-containing molecules bearing a terminal olefin moiety for diversification. Application of this method for modification of Sorafenib was also accomplished.

Copper-Catalyzed Electrochemical C-H Amination of Arenes with Secondary Amines

Electrochemical oxidation represents an environmentally friendly solution to conventional methods that require caustic stoichiometric chemical oxidants. However, C-H functionalizations merging transition-metal catalysis and electrochemical techniques are, to date, largely confined to the use of precious metals and divided cells. Herein, we report the first examples of copper-catalyzed electrochemical C-H aminations of arenes at room temperature using undivided electrochemical cells, thereby providing a practical solution for the construction of arylamines. The use of n-Bu4NI as a redox mediator is crucial for this transformation. On the basis of mechanistic studies including kinetic profiles, isotope effects, cyclic voltammetric analyses, and radical inhibition experiments, the reaction appears to proceed via a single-electron-transfer (SET) process, and a high valent Cu(III) species is likely involved. These findings provide a new avenue for transition-metal-catalyzed electrochemical C-H functionalization reactions using redox mediators.

Chelation-promoted Efficient C?H/N?H Cross Dehydrogenative Coupling between Picolinamides and Simple Ethers under Copper Catalysis

A highly efficient copper-catalyzed C?H/N?H cross dehydrogenative coupling between picolinamides and simple ethers was developed. The reaction was promoted by the chelation assistance of removable picolinyl group and exhibited excellent TON and TOF number. This method was applicable to both N-aryl and alkyl picolinamides as well as various cyclic and acyclic ethers with good functional group compatibility. It also possessed the merit of air and moisture tolerance and easy operation. (Figure presented.).

Experimental and mechanistic insights into copper(ii)-dioxygen catalyzed oxidative: N -dealkylation of N -(2-pyridylmethyl)phenylamine and its derivatives

A di-(2-pyridylmethyl)phenylamine ((PyCH2)2NPh) supported Cu(ii)/O2 catalytic system was explored with the synthesis of pyridylmethyl-based compounds of carboxylate (PyCOOH), amide (PyC(O)NHPh), and imine (PyCHNPh) from the oxidative N-dealkylation of N-(2-pyridylmethyl)phenylamine (PyCH2NHPh) and its derivatives, by means of controlling the addition of a base and/or water to the reaction system under a dioxygen atmosphere at room temperature. Experimental studies showed that the imine and amide species could be precursors in succession in the way to the final oxidation state of carboxylates. A cyclic catalytic mechanism was proposed including the base triggered C-H bond activation of the 2-pyridylmethyl group (PyCH2-) and the intermolecular Cu-OOH α-hydrogen atom abstraction from the coordinated imine substrate (PyCHNPh).

Copper-catalyzed ortho-C-H amination of protected anilines with secondary amines

A practical Cu-catalyzed picolinamide-directed o-amination of anilines showing excellent mono-substitution selectivity and high functional group tolerance has been developed.