84571-09-5

Upstream product

• 555-16-8 4-nitrobenzaldehdye 
• 4403-69-4 2-amino-1-benzylamine 
• 140429-25-0 N-pyridinium chloride 
• 197524-51-9 (2-Azido-benzyl)-[1-(4-nitro-phenyl)-meth-(E)-ylidene]-amine 
• 96308-13-3 2-azidobenzylamine 

Relevant academic research and scientific papers

Gold(0) catalyzed dehydrogenation of N-heterocycles

Gold nanoclusters are good catalyst precursors for the catalytic dehydrogenation of indolines, tetrahydroquinazolines, and related N-heterocycles. The catalytically active species is presumably Au(0) nanoparticles.

Condensation of 2-aminomethylaniline with aldehydes and ketones for the fast one-pot synthesis of a library of 1,2,3,4-tetrahydroquinazolines under flow conditions

[Figure not available: see fulltext.] A new eco-friendly and reliable methodology for the synthesis of 1,2,3,4-tetrahydroquinazolines is proposed. This simple protocol was tested for the continuous synthesis of a small library of 1,2,3,4-tetrahydroquinazo

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.

Dehydrogenation of Nitrogen Heterocycles Using Graphene Oxide as a Versatile Metal-Free Catalyst under Air

Graphene oxide (GO) has been developed as an inexpensive, environmental friendly, metal-free carbocatalyst for the dehydrogenation of nitrogen heterocycles. Valuable compounds, such as quinoline, 3,4-dihydroisoquinoline, quinazoline, and indole derivatives, have been successfully used as substrates. The investigation of various oxygen-containing molecules with different conjugated systems indicated that both the oxygen-containing groups and large π-conjugated system in GO sheets are essential for this reaction. (Figure presented.).

CuCl/DABCO/4-HO-TEMPO-catalyzed aerobic oxidative synthesis of 2-substituted quinazolines and 4 H -3,1-benzoxazines

The Cu/N-ligand/TEMPO catalytic system was first applied to the aerobic oxidative synthesis of heterocycles. As demonstrated, 2-substituted quinazolines and 4H-3,1-benzoxazines were synthesized efficiently from the one-pot reaction of aldehydes with 2-aminobenzylamines and 2-aminobenzyl alcohols, respectively, by employing CuCl/DABCO/4-HO-TEMPO as the catalysts and oxygen as the terminal oxidant.

Highly efficient one-pot synthesis of 2-substituted quinazolines and 4H-benzo[d][1,3]oxazines via cross dehydrogenative coupling using sodium hypochlorite

This communication describes a catalyst-free synthesis of 2-substituted quinazolines and 4H-benzo[d][1,3]oxazines using commericially available sodium hypochlorite as oxidant. Operational simplicity, mild reaction conditions and the ability to construct structurally diverse 2-quinazolines and 2-substituted 4H-benzo[d][1,3]oxazines by this method render it to be a practical alternative for the synthesis of these heterocycles.

A convenient one-pot procedure for the synthesis of 2-aryl quinazolines using active MnO2 as oxidant

(Chemical Equation Presented) A variety of 2-aryl quinazolines were synthesized from the condensation of 2-aminobenzylamines and aryl aldehydes to form 2-aryl-1,2,3,4-tetrahydroquinazolines and subsequent oxidation of the intermediates with MnO2/sub

Ring-chain tautomerism in 2-substituted 1,2,3,4-tetrahydroquinazolines A 1H, 13C and 15N NMR study

In this work 32 1,2,3,4-tetrahydroquinazoline derivatives were synthesized by the reaction of 2-aminomethylaniline with aldehydes and ketones and their ring-chain tautomerism studied by 1H, 13C and 15N NMR spectroscopy. Th

Intramolecular [2 + 2] cycloaddition of ketenimines with imines. Synthesis and chemical behaviour of azeto[2,1-b]quinazolines

Azeto[2,1-b]quinazolines 5 have been prepared by the novel intramolecular [2 + 2] cycloaddition reaction of ketenimines with imines. The applicability and limitations of the synthetic methodology, and explorations on the reactivity of compounds 5 are discussed.

A new and convenient method for the preparation of 2-substituted quinazolines

Aldehydes, converted in situ into N-(1-chloroalkyl)pyridinium chlorides using thionyl chloride and pyridine, react with 2-aminobenzylamine, under mild conditions, to yield 1,2,3,4-tetrahydroquinazolines. The latter can be aromatized readily by treatment w