1208259-10-2

Upstream product

• 26260-02-6 2-iodobenzaldehyde 
• 38980-96-0 4-(trifluoromethyl)benzimidamide hydrochloride 
• 13939-06-5 molybdenum hexacarbonyl 
• 5344-90-1 2-Aminobenzyl alcohol 
• 1891-90-3 p-trifluoromethylbenzamide 
• 3300-51-4 p-Trifluoromethylbenzylamine 
• 4403-69-4 2-amino-1-benzylamine 
• 455-18-5 4-CF₃C₆H₄CN 
• 157869-15-3 2-((4-methoxyphenyl)ethynyl)aniline 
• 50-00-0 formaldehyd 
• 201230-82-2 carbon monoxide 
• 402-43-7 p-trifluoromethylphenyl bromide 
• 455-19-6 4-Trifluoromethylbenzaldehyde 
• 3433-80-5 1-Bromo-2-bromomethyl-benzene 

Downstream Products

• 1451359-94-6 (E)-4-styryl-2-(4-(trifluoromethyl)phenyl)quinazoline 

Relevant academic research and scientific papers

Synthesis of quinazolines from (2-aminoaryl)methanols and arylmethanamines catalyzed by rhodium complex

Efficient synthesis of quinazoline derivatives via rhodium-catalyzed dehydrogenation and ring-closing method was developed with moderate to high yields.

A convenient palladium-catalyzed carbonylative synthesis of quinazolines from 2-aminobenzylamine and aryl bromides

A novel and practical strategy towards quinazoline scaffolds synthesis has been achieved. Through palladium-catalyzed carbonylative coupling of 2-aminobenzylamine with aryl bromides, the desired quinazolines were produced in moderate to good yields for the first time. The reactions followed an aminocarbonylation-condensation-oxidation sequence in a one-pot one-step manner. Preliminary investigation showed DMSO serves both as solvent and oxidant in this procedure.

BTP-Rh@g-C3N4 as an efficient recyclable catalyst for dehydrogenation and borrowing hydrogen reactions

Highly active catalysts play an important role in modern catalysis. A novel and efficient ligand benzotriazole-pyrimidine (BTP) and the corresponding rhodium composite on C3N4 were successfully synthesized. The resulting rhodium composite was fully characterized by scanning electron microscopy (SEM), transmission electron microscopy (TEM), x-ray diffraction (XRD), thermogravimetric analysis (TGA), and x-ray photoelectron spectroscopy (XPS). The obtained composite exhibited good catalytic activity and good recovery performance in the synthesis of quinoxaline from 2-aminobenzyl alcohol and benzonitrile, and more than 20 quinoxalines were obtained in good yields. Additionally, it also showed that rhodium composite could achieved good catalytic performance in the synthesis of functionalized ketone through borrowing hydrogen strategy.

Palladium-catalyzed carbonylative synthesis of quinazolines: Silane act as better nucleophile than amidine

A palladium-catalyzed reductive carbonylation reaction has been developed for the synthesis of quinazolines. With N-(2-iodophenyl)benzimidamide as starting materials, a series of quinazolines were obtained through the aromatic aldehyde intermediates in moderate to good yields with good functional group compatibilities. In this system, silane act as better nucleophile than amidine.

Efficient synthesis of quinazolines by the iron-catalyzed acceptorless dehydrogenative coupling of (2-aminophenyl)methanols and benzamides

The acceptorless dehydrogenation coupling (ADC) of (2-aminophenyl)methanols with benzamides was achieved with catalytic FeCl2·4H2O in an efficient synthesis of quinazolines. This simple catalytic system is atom-economical, environmentally benign and suited to a variety of substrates.

Highly Ordered Mesoporous Cobalt Oxide as Heterogeneous Catalyst for Aerobic Oxidative Aromatization of N-Heterocycles

N-heterocycles are key structures for many pharmaceutical intermediates. The synthesis of such units normally is conducted under homogeneous catalytic conditions. Among all methods, aerobic oxidative aromatization is one of the most effective. However, in homogeneous conditions, catalysts are difficult to be recycled. Herein, we report a heterogeneous catalytic strategy with a mesoporous cobalt oxide as catalyst. The developed protocol shows a broad applicability for the synthesis of N-heterocycles (32 examples, up to 99 % yield), and the catalyst presents high turnover numbers (7.41) in the absence of any additives. Such a heterogenous approach can be easily scaled up. Furthermore, the catalyst can be recycled by simply filtration and be reused for at least six times without obvious deactivation. Comparative studies reveal that the high surface area of mesoporous cobalt oxide plays an important role on the catalytic reactivity. The outstanding recycling capacity makes the catalyst industrially practical and sustainable for the synthesis of diverse N-heterocycles.

Nickel-Catalyzed [4 + 2] Annulation of Nitriles and Benzylamines by C-H/N-H Activation

Nickel-catalyzed [4 + 2] annulation of benzylamines and nitriles via C-H/N-H bond activation, providing straightforward atom-economic access to a wide variety of multisubstituted quinazolines, is reported. Mechanistic investigation revealed that the in situ formed amidines from the coupling of benzylamines and nitriles direct the nickel catalyst to activate the ortho-C-H bond of the phenyl ring of the benzylamine.

Method for synthesizing quinazoline and quinazolinone compounds

The invention discloses a method for synthesizing quinazoline and quinazolinone compounds by oxidative coupling dehydrogenation with a nitrogen-doped hierarchical porous biomass basic carbon materialsupported catalyst. The method comprises the steps of adding 2-aminobenzylamine, 2-aminobenzamide, a formaldehyde compound R-CHO, the supported catalyst, a mixed solvent of water and tetrahydrofuran and hydrogen peroxide under a closed reaction condition, reacting at 60-140 DEG C for 6-24 hours, cooling to room temperature, filtering a reaction solution, and obtaining the quinazoline compound or the quinazolinone compound by silica gel column chromatography. The method adopts a low-cost metallic iron nanocatalyst through a 'one-pot' series reaction which is a green synthetic chemical strategy.Compared with a previous noble metal catalyst system, the reaction system is simple in operation, mild in condition and low in cost, and is favorable for large-scale production and industrial application.

Method for preparing benzimidazole and quinazoline compounds by adopting supported nickel catalyst (by machine translation)

The invention discloses a method for synthesizing benzimidazole and quinazoline compounds by oxidative coupling and dehydrogenation of a nitrogen-doped hierarchical porous biomass-based carbon material supported catalyst and a preparation method. The method comprises the following steps: adding o-phenylenediamine compound, alcohol, supported catalyst, toluene and potassium tert-butoxide as a solvent, carrying out reaction under 50~150 °C conditions, carrying out reaction 4~24 hours, cooling to room temperature, filtering the reaction liquid, and obtaining a benzimidazole compound or quinazoline compound. The method adopts "one-pot method" preparation, the intermediate can be separated and purified, energy consumption can be reduced, and the efficiency. (by machine translation)

Dehydrogenative Synthesis of Quinolines, 2-Aminoquinolines, and Quinazolines Using Singlet Diradical Ni(II)-Catalysts

Simple, straightforward, and atom economic methods for the synthesis of quinolines, 2-aminoquinolines, and quinazolines via biomimetic dehydrogenative condensation/coupling reactions, catalyzed by well-defined inexpensive and easy to prepare singlet diradical Ni(II)-catalysts featuring two antiferromagnetically coupled singlet diradical diamine type ligands are described. Various polysubstituted quinolines, 2-aminoquinolines, and quinazolines were synthesized in moderate to good yields from different low-cost and readily accessible starting materials. Several control experiments were carried out to get insight into the reaction mechanism which shows that the nickel and the coordinated diamine ligands participate in a synergistic way during the dehydrogenation of alcohols.