36728-57-1

Upstream product

• 462-08-8 pyridin-3-ylamine 
• 2235-01-0 dimethoxydiphenylmethane 
• 119-61-9 benzophenone 
• 1013-88-3 Benzophenone imine 
• 3468-53-9 phenyl nicotinate 
• 32848-20-7 3-pyridyl nonaflate 
• 626-60-8 3-Chloropyridine 
• 626-55-1 3-Bromopyridine 

Downstream Products

• 462-08-8 pyridin-3-ylamine 

Relevant academic research and scientific papers

Visible-Light-Mediated Umpolung Reactivity of Imines: Ketimine Reductions with Cy2NMe and Water

A novel carbanionic reactivity of imines mediated by photoredox catalysis is demonstrated. The umpolung imine reactivity is exemplified by proton abstraction from water as a key step in the reduction of benzophenone ketimines to amines (up to 98% yield). Deuterium is introduced into amines efficiently using D2O as an inexpensive deuterium source (≥95% D ratio). The mechanism of this unusual transformation is probed.

Catalytic Ester and Amide to Amine Interconversion: Nickel-Catalyzed Decarbonylative Amination of Esters and Amides by C?O and C?C Bond Activation

An efficient nickel-catalyzed decarbonylative amination reaction of aryl and heteroaryl esters has been achieved for the first time. The new amination protocol allows the direct interconversion of esters and amides into the corresponding amines and represents a good alternative to classical rearrangements as well as cross coupling reactions.

Mild conditions for Pd-catalyzed conversion of aryl bromides to primary anilines using benzophenone imine

Mild (30 °C) and efficient (53-91%) conversion of aryl bromides to primary anilines using a Pd-catalyzed amination strategy is described. A detailed account of the ligand optimization, base and solvent selection, and general substrate scope of this methodology is described herein.

Trans-spanned palladium catalyst for mild and efficient amination of aryl halides with benzophenone imine

A new protocol for palladium-catalyzed Buchwald-Hartwig amination of aryl chlorides and bromides with benzophenone imine as ammonia surrogate is described. The suggested reaction conditions are mild and may therefore be applied to a variety of sensitive starting materials. Georg Thieme Verlag Stuttgart.

Expedited palladium-catalyzed amination of aryl nonaflates through the use of microwave-irradiation and soluble organic amine bases

Microwave-assisted, palladium-catalyzed C-N bond-forming reactions with aryl/heteroaryl nonaflates and amines using the soluble amine bases DBU (1,8-diazabicyclo[5.4.0]undec-7-ene) or MTBD (7-methyl-1,5,7-triazabicyclo[4.4. 0]dec-5-ene) and ligands (1-3) resulted in good to excellent yields (71-99%) of arylamines in short reaction times (1-45 min).

Highly reactive, general, and long-lived catalysts for coupling heteroaryl and aryl chlorides with primary nitrogen nucleophiles

Resisting pathways for decomposition followed by palladium complexes of monodentate ligands is one characteristic of the highly reactive but long-lived catalyst generated from the Josiphos ligand L and palladium. It catalyzes under mild conditions the coupling of primary amines with chloropyridines and chloroarenes in high yield with low catalyst loadings (see scheme).

An ammonia equivalent for the palladium-catalyzed amination of aryl halides and triflates

Commercially available benzophenone imine serves as a convenient ammonia equivalent in the palladium-catalyzed amination of aryl halides and triflates. The benzophenone imine adducts can be cleaved directly to the corresponding primary anilines by catalytic hydrogenation or treatment with hydroxylamine hydrochloride or a catalytic amount of HCl in wet THF.

Study of the Azide Ion Reactivity Towards Heterocyclic Cations. V. Syntheses, Thermal and Photochemical Rearrangements of α,α'-Diphenylpyridylazidomethanes

The syntheses of α,α'-diphenylpyridylazidomethanes are reported and the thermal and photochemical rearrangements of these azides are studied.For the thermolysis and photolysis of these azides a step by step mechanism is proposed.The differences between th