14990-93-3

Upstream product

• 29745-44-6 pyridine-2-carbonyl chloride 
• 104-94-9 4-methoxy-aniline 
• 144223-29-0 1H-1,2,3-benzotriazol-1-yl(2-pyridinyl)methanone 
• 109-04-6 2-bromo-pyridine 
• 13939-06-5 molybdenum hexacarbonyl 
• 98-98-6 2-Picolinic acid 
• 4334-27-4 4‐methoxy‐N‐(pyridin‐2‐ylmethyl)aniline 
• 6959-47-3 2-chloromethylpyridine hydrochloride 
• 2524-52-9 ethyl-2-picolinate 
• 67-56-1 methanol 
• 10354-53-7 N-phenylpicolinamide 
• 39901-94-5 2-picolinoyl chloride hydrochloride 

Downstream Products

• 76540-11-9 N-(4-Methoxy-phenyl)-pyridine-2-carboximidoyl chloride; hydrochloride 
• 1004265-88-6 [RuH(CO)(CH₃OC₆H₄NC(O)C₅H₄N)(P(C₆H₅)3)2] 
• 1004265-88-6 [RuH(CO)(CH₃OC₆H₄NC(O)C₅H₄N)(P(C₆H₅)3)2] 
• 356539-11-2 4-[(4-methoxyphenyl)amino]butan-1-ol 
• 1445972-60-0 cis-dichloro[(4-methoxyphenyl)(pyridin-2-ylcarbonyl)azanido]gold(III) 
• 1427204-13-4 N-(dimethylcarbamoyl)-N-(4-methoxyphenyl)picolinamide 

Relevant academic research and scientific papers

Solid-supported Pt-catalyzed remote C-H etherification of arylamines: A simple and practical approach for the synthesis of aromatic ethers

A simple and practical approach for a direct remote C-H etherification of arylamines with alcohol is developed herein by using a solid-supported Pt catalyst, hence providing a valuable method for the synthesis of aromatic ethers. The catalyst can easily b

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.

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

Solvent-free iron(III) chloride-catalyzed direct amidation of esters

Amide functional groups are prominent in a broad range of organic compounds with diverse beneficial applications. In this work, we report the synthesis of these functional groups via an iron(iii) chloride-catalyzed direct amidation of esters. The reactions are conducted under solvent-free conditions and found to be compatible with a range of amine and ester substrates generating the desired amides in short reaction times and good to excellent yields at a catalyst loading of 15 mol%.

Copper-Catalyzed Electrophilic Ortho C(sp2)-H Amination of Aryl Amines: Dramatic Reactivity of Bicyclic System

A practical copper-catalyzed, 2-picolinamide-directed ortho C-H amination of anilines with benzoyl-protected hydroxylamines has been disclosed that proceeds smoothly without any external stoichiometric oxidant or additives. Remarkably, besides anilines, b

Platinum(ii)-catalyzed selective: Para C-H alkoxylation of arylamines through a coordinating activation strategy

A highly efficient method to selectively install alkoxy onto the para position of arylamines via a coordinating activation strategy has been reported. Various substrates are compatible, providing the corresponding products in good to excellent yields. Thi

Transition-metal free oxidative C-H etherification of acylanilines with alcohols through a radical pathway

A transition metal free approach for the synthesis of methyl/ethyl aryl ether via oxidative C-H etherification of acylanilines with alcohols has been developed. Various acylanilines are compatible under standard conditions, giving the corresponding produc

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.

Aminocarbonylation of N -Containing Heterocycles with Aromatic Amines Using Mo(CO) 6

We describe herein the palladium-catalyzed aminocarbonylation of nitrogen-containing heterocycles with aniline derivatives using molybdenum hexacarbonyl as a CO solid source, expanding the scope of the limited examples. This method is compatible with a variety of substitutions on the aniline moiety. The simple reaction conditions include easily available Pd(dppf)Cl 2 catalyst, DBU as base in DMF at 120 °C for 3 hours in sealed tube thereby leading to the isolation of 21 compounds with yields ranging from 18 to 82%. We also show that double aminocarbonylation reactions are possible in satisfactory yields regarding both coupling partners.

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.