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Upstream product

• 17549-79-0 (2-amino-5-methoxyphenyl)(phenyl)methanone 
• 100-46-9 benzylamine 
• 34918-74-6 N-(4-methoxyphenyl)benzimidoyl chloride 
• 1485-70-7 N-benzylbenzamide 
• 46721-83-9 N-(chloro(phenyl)methylene)(phenyl)methanamine 
• 1609460-37-8 N-benzyl-N′-(4-methoxyphenyl)benzimidamide 
• 93-98-1 N-phenyl benzoyl amide 
• 7472-54-0 N-(p-methoxyphenyl)benzamide 
• 19655-69-7 N-(4-methoxyphenyl)benzamidine 
• 100-52-7 benzaldehyde 
• 100-51-6 benzyl alcohol 
• 98-88-4 benzoyl chloride 
• 501-65-5 diphenyl acetylene 
• 53638-98-5 2-(4-methoxy-phenyl)-2,3-dihydro-phthalazine-1,4-dione 

Relevant academic research and scientific papers

Four-component quinazoline synthesis from simple anilines, aromatic aldehydes and ammonium iodide under metal-free conditions

A four-component procedure for the preparation of substituted quinazolines from anilines, aromatic aldehydes and ammonium iodide is described. The C-H bond ortho to the amino group in anilines was directly functionalized under metal-free conditions. Two a

Palladium-Catalyzed Three-Component Tandem Process: One-Pot Assembly of Quinazolines

The first example of the palladium-catalyzed, three-component tandem reaction of 2-aminobenzonitriles, aldehydes, and arylboronic acids has been developed, providing a new approach for one-pot assembly of diverse quinazolines in moderate to good yields. A noteworthy feature of this method is the tolerance of bromo and iodo groups, which affords versatility for further synthetic manipulations. Preliminary mechanistic experiments indicate that this tandem process involves two possible mechanistic pathways for the formation of quinazolines via catalytic carbopalladation of the cyano group.

Silver(II) oxide-mediated synthesis of 2,4-diarylquinazolines

A single-pot procedure for the synthesis of 2,4-diarylquinazolines is described which involves a silver oxide-mediated C–H activation/C–N bond formation process. The generality of this method with respect to substituent effects is presented along with studies leading to process optimization. Mechanistic investigations provide support for the involvement of radical intermediates in the reaction process.

Ru(II)-Catalyzed C-H Activation and Annulation Reaction via Carbon-Carbon Triple Bond Cleavage

An unprecedented Ru(II)-catalyzed C-H activation and annulation reaction, which proceeds via C-C triple bond cleavage, is reported. This reaction of 2-phenyldihydrophthalazinediones with alkynes, which works most efficiently in the presence of bidented ligand 1,3-bis(diphenylphosphino)propane, affords good yields of substituted quinazolines.

Transition Metal-Free Visible Light-Driven Photoredox Oxidative Annulation of Arylamidines

A fast catalytic synthesis of multisubstituted quinazolines from readily available amidines via visible light-mediated oxidative C(sp3)-C(sp2) bond formation has been established. This reaction is a metal-free oxidative coupling catalyzed by a photoredox organocatalyst. The protocol features low catalyst loading (1 mol %).

Synthesis of Quinazolines from N,N′-Disubstituted Amidines via I2/KI-Mediated Oxidative C-C Bond Formation

An I2/KI-promoted oxidative C-C bond formation reaction from C(sp3)-H and C(sp2)-H bonds has been used to construct quinazoline skeletons from N,N′-disubstituted amidines. The required substrates are readily prepared from the corresponding acyl chlorides, anilines, and alkyl/benzylamines by sequential amidation, chlorination, and amination reactions. Under the optimal oxidative cyclization conditions, all these amidines were conveniently transformed into the expected products in moderate to good yields. This practical and environmentally benign approach works well with crude amidine intermediates and can also be carried out on a gram scale.

Solvent/oxidant-switchable synthesis of multisubstituted quinazolines and benzimidazoles via metal-free selective oxidative annulation of arylamidines

A fast and simple divergent synthesis of multisubstituted quinazolines and benzimidazoles was developed from readily available amidines, via iodine(III)-promoted oxidative C(sp3)-C(sp2) and C(sp 2)-N bond formation in nonpolar and polar solvents, respectively. Further selective synthesis of quinazolines in polar solvent was realized by TEMPO-catalyzed sp3C-H/sp2C-H direct coupling of the amidine with K2S2O8 as the oxidant. No metal, base, or other additives were needed.

Synthesis of quinazolines via CuO nanoparticles catalyzed aerobic oxidative coupling of aromatic alcohols and amidines

CuO nanoparticles were found to be efficient catalysts for the synthesis of quinazoline derivatives; twenty-four products were obtained with good to excellent yields via reaction of N-arylamidines and aromatic aldehydes or benzyl alcohol in air. Neither a

Recyclable graphite oxide promoted efficient synthesis of 2-phenyl quinazoline derivatives in the presence of TBHP as an oxidant

A novel and efficient protocol for the synthesis of 2-phenyl quinazoline derivatives is developed by recyclable graphite oxide as a catalyst, devoid of moisture sensitive metal catalysts and corrosive acidic reagents. This new procedure has afforded the desired products in good to excellent yields. The graphite oxide can be synthesized by a simple adoptable procedure from inexpensive and readily available graphite and is recoverable and reusable up to four cycles, without any loss of activity.

DDQ/TBHP-induced oxidative cyclization process: A metal-free approach for the synthesis of 2-phenylquinazolines

Various 2-phenylquinazoline derivatives were synthesized under metal-free conditions from readily available 2-aminophenyl ketones and benzylamines via condensation and oxidative cyclization using 2,3-dichloro-5,6-dicyano-1,4- benzoquinone (DDQ) as a versatile reagent. The reaction gave the corresponding 2-phenylquinazoline derivatives in good to excellent yields (up to 92%). Georg Thieme Verlag Stuttgart ? New York.