51336-08-4

Upstream product

• 100-44-7 benzyl chloride 
• 91-59-8 naphthalen-2-ylamine 
• 52742-32-2 N,N-dibenzyl-O-benzoylhydroxylamine 
• 7519-88-2 2,4,6-tris-(2-naphthyl)boroxine 
• 103-49-1 dibenzylamine 
• 1598432-37-1 C₂₄H₂₃NO 
• 7657-86-5 tri(naphthalen-2-yl) phosphate 
• 580-13-2 2-bromonaphthalene 

Downstream Products

• 104333-49-5 bis-(2-dibenzylamino-[1]naphthyl)-methane 

Relevant academic research and scientific papers

Heterogeneous Rhodium-Catalyzed Aerobic Oxidative Dehydrogenative Cross-Coupling: Nonsymmetrical Biaryl Amines

The first heterogeneously catalyzed oxidative dehydrogenative cross-coupling of aryl amines is reported herein. 2-Naphthylamine analogues were reacted with various electron-rich arenes using a heterogeneous Rh/C catalyst under mild aerobic conditions, thus affording nonsymmetrical biaryl amines in excellent yields with high selectivities. This reaction provides a mild, operationally simple, and efficient approach for the synthesis of biaryls which are important to pharmaceutical and materials chemistry. A jab-cross move: A heterogeneously catalyzed oxidative dehydrogenative cross-coupling of aryl amines is reported. Aryl amines were treated with various arenes using a heterogeneous Rh/C catalyst under mild aerobic conditions to selectively afford cross-coupled products, and provides an efficient synthetic method for the preparation of nonsymmetrical biaryl amines by oxidative C-H activation.

6π/10π-Electrocyclization of ketene-iminium salts for the synthesis of substituted naphthylamines

An intramolecular 6π/10π-electrocyclization from ketene-iminium salts was developed for the preparation of naphthylamines. Various substituents on the nitrogen, on the aromatic ring, and on the olefin were studied. Tricyclic skeletons were obtained in few steps and good overall yields. The electrocyclization of ketene-iminium salts has been computationally explored by means of DFT calculations and their activation barriers were compared to the parent triene as well as the corresponding dienyl allenes and dienyl ketenes. Electrocyclizations for ketene-iminium salts were shown to be highly exergonic and have much smaller barriers to activation.

Transition-metal-free electrophilic amination of arylboroxines

A transition-metal-free strategy to construct C(sp2)-N bonds using arylboroxines and O-benzoyl hydroxylamines as coupling partners has been developed. This transformation provides a useful method to access various aromatic amines.

Nickel-catalyzed amination of aryl phosphates through cleaving aryl C-O bonds

The amination of triaryl phosphates was achieved using a Ni(II)-(σ-Aryl) complex/NHC catalyst system in dioxane at 110 °C in the presence of NaH as base. Electron-neutral, -rich, and -deficient triaryl phosphates were coupled with a wider range of amine partners including cyclic and acyclic secondary amines, aliphatic primary amines, and anilines in good to excellent yields.

Rapid microwave induced palladium catalyzed amination of aryl bromides

The palladium-catalyzed coupling reaction of aryl bromides with various amines under microwave irradiation was studied using PdCl2 [P(o-tolyl)3]2 which gave various aryl amines in good yields. The reactions were carried out under normal atmospheric conditions.