1596243-24-1

Upstream product

• 5344-90-1 2-Aminobenzyl alcohol 
• 403-54-3 m-Fluorobenzonitrile 
• 100-82-3 (3-fluorophenyl)methanamine 
• 456-47-3 3-fluoro-benzenemethanol 
• 4403-69-4 2-amino-1-benzylamine 
• 496963-66-7 N-[2-(azidomethyl)phenyl]formamide 
• 104292-17-3 N-[2-(hydroxymethyl)phenyl]formamide 
• 496963-67-8 1-(azidomethyl)-2-isocyanobenzene 
• 768-35-4 3-fluorophenylboronic acid 
• 456-48-4 3-Fluorobenzaldehyde 
• 3433-80-5 1-Bromo-2-bromomethyl-benzene 

Relevant academic research and scientific papers

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(ii): N, N, O -pincer type complex-mediated dehydrogenative coupling of alcohols to quinazolines

A new palladium(ii) N,N,O-pincer type complex-promoted one-pot cascade synthesis of quinazolines through the dehydrogenative coupling of easily available alcohols and 2-aminobenzylamine is reported. A distinct set of Pd(ii) complexes (1-2) was synthesized

Mn(iii)-mediated cascade cyclization of 1-(azidomethyl)-2-isocyanoarenes with organoboronic acids: Construction of quinazoline derivatives

A novel and efficient Mn(iii)-mediated oxidative radical cascade reaction of 1-(azidomethyl)-2-isocyanoarenes with organoboronic acids is reported. The single electron oxidation of a commercially available organo boronic acid in the presence of a mild oxidant, Mn(OAc)3·2H2O, resulted in moderate yields of the corresponding quinazoline derivatives.

Application of laccase/DDQ as a new bioinspired catalyst system for the aerobic oxidation of tetrahydroquinazolines and Hantzsch 1,4-dihydropyridines

Laccase/DDQ as a new bioinspired quinone-based cooperative catalytic system was used for the biomimetic aerobic oxidative synthesis of 2-substituted quinazolines and Hantzsch pyridines from the oxidative cyclocondensation of 2-aminobenzylamine and aldehyd

NNN pincer Ru(II)-catalyzed dehydrogenative coupling of 2-aminoarylmethanols with nitriles for the construction of quinazolines

An efficient NNN pincer Ru(II)-catalyzed preparation of quinazolines via acceptorless dehydrogenative strategy has been developed. Under the optimized conditions, a broad range of substituted o-aminobenzyl alcohols and (hetero)aryl or alkyl nitriles were well tolerated to afford various 2-substituted quinazolines in high yields. Subsequently, a set of control experiments have been performed to elucidate the reaction mechanism, which underwent alcohol oxidation, nitrile hydration, and cyclocondensation steps. The current protocol is featured with several advantages, such as environmental benignity, operational simplicity, broad substrate scope (compatible with aliphatic nitriles, up to 87% yield), and short reaction time (mostly in 2 h).

Laccase-Based Oxidative Catalytic Systems for the Aerobic Aromatization of Tetrahydroquinazolines and Related N-Heterocyclic Compounds under Mild Conditions

In this work, for the first time, laccase (metalloenzyme)/3,5-di-tert-butylcatechol (DTBC) as a new class of bioinspired quinone-based cooperative catalytic oxidation system and laccase/2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO) catalyst system were used for the aerobic oxidative synthesis of 2-substituted quinazolines through cascade reaction of structurally divers aldehydes with 2-aminobenzylamine. The products were obtained in good to high yields in phosphate buffer (0.1 m, 12.5 mL, pH = 4.5) and acetonitrile (4 vol.-%) mixture as solvent at 45 °C. Other N-heterocycles are also successfully oxidized to their aromatic counterparts.

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 novel ruthenium-catalyzed dehydrogenative synthesis of 2-arylquinazolines from 2-aminoaryl methanols and benzonitriles

By employing a commercially available Ru3(CO)12/Xantphos/t-BuOK catalyst system, a novel and straightforward ruthenium-catalyzed dehydrogenative synthesis of 2-arylquinazolines has been demonstrated. A series of 2-aminoaryl methanols were efficiently converted in combination with different types of benzonitriles into various desired products in moderate to good yields upon isolation. The synthetic protocol proceeds with the advantages of operational simplicity, high atom efficiency, broad substrate scope, and no need for the use of less environmentally benign halogenated reagents, offering an important basis for accessing 2-arylquinazolines.

Synthesis of quinazolines and tetrahydroquinazolines: Copper-catalyzed tandem reactions of 2-bromobenzyl bromides with aldehydes and aqueous ammonia or amines

An efficient synthesis of diversely substituted quinazolines and 1,2,3,4-tetrahydroquinazolines through copper-catalyzed tandem reactions of the readily available 2-bromobenzyl bromides, aldehydes, and aqueous ammonia or amines has been developed. By using ammonia and simple aliphatic amines as the nitrogen source, the present method provides a versatile and practical protocol for the synthesis of quinazolines and 1,2,3,4-tetrahydroquinazolines. Copper on the beat: An efficient, simple and economical synthesis of diversely substituted quinazolines and 1,2,3,4-tetrahydroquinazolines has been developed through copper-catalyzed tandem reactions of the readily available 2-bromobenzyl bromides, aldehydes, and aqueous ammonia or simple aliphatic amines. Copyright