1987-06-0Relevant academic research and scientific papers
One-pot synthesis of 2-arylquinazolines and tetracyclic isoindolo[1,2-a]quinazolines via cyanation followed by rearrangement of ortho-substituted 2-halo-N-arylbenzamides
Gawande, Sachin D.,Zanwar, Manoj R.,Kavala, Veerababurao,Kuo, Chun-Wei,Rajawinslin,Yao, Ching-Fa
, p. 168 - 176 (2015/01/30)
The one-pot synthesis of substituted 2-arylquinazoline derivatives and tetracylic isoindolo[1,2-a]quinazoline via cyanation followed by rearrangement of ortho-substituted 2-halo-N-arylbenzamides is described. Using dimethyl sulfoxide (DMSO) as the solvent
N-Bu4NI-catalyzed selective dual amination of sp3 C-H bonds: Oxidative domino synthesis of imidazo[1,5-c]quinazolines on a gram-scale
Zhao, Dan,Wang, Teng,Shen, Qi,Li, Jian-Xin
supporting information, p. 4302 - 4304 (2014/04/17)
An n-Bu4NI catalyzed domino reaction that involves selective dual amination of sp3 C-H bonds has been developed. The protocol affords a facile and efficient approach to the synthesis of imidazo[1,5-c] quinazolines under mild conditions.
Visible light-mediated synthesis of quinazolines from 1,2- dihydroquinazoline 3-oxides
Chen, Yi-Chou,Yang, Ding-Yah
, p. 10438 - 10444 (2013/11/19)
A series of quinazolines were synthesized in good to excellent yields by exposing 1,2-dihydroquinazoline 3-oxides to visible light in acetonitrile without the presence of any external sensitizers. The only exception was the 2-(p-nitrophenyl)-substituted s
Copper-catalyzed three-component one-pot synthesis of quinazolines
Ju, Jia,Hua, Ruimao,Su, Ji
, p. 9364 - 9370 (2012/11/07)
Two efficient approaches to multi-substituted quinazolines by the three-component one-pot reaction of o-bromo aromatic ketones/aldehydes, ammonia water and aromatic aldehydes, or primary alcohols catalyzed by CuCl have been developed.
Microwave-promoted syntheses of quinazolines and dihydroquinazolines from 2-aminoarylalkanone O-phenyl oximes
Portela-Cubillo, Fernando,Scott, Jackie S.,Walton, John C.
experimental part, p. 4934 - 4942 (2009/12/01)
(Chemical Equation Presented) A wide range of biologically active compounds contain the quinazoline ring system. A new free-radical-based method of making functionalized quinazolines is described, which relies on microwave-promoted reactions of O-phenyl oximes with aldehydes. A small set of 2-aminoaryl alkanone O-phenyl oximes was prepared and shown to produce dihydroquinazolines when mixed with an aldehyde in toluene and subjected to microwave heating. When ZnCl2 was included in the reaction mixture, fully aromatic quinazolines were produced in high yields by a rapid and convenient process. The method worked well with alkyl, aryl, and heterocyclic aldehydes and for a variety of substituents in the benzenic part of the molecule. Similar reactions employing ketones instead of aldehydes were less efficient. Although some dihydroquinazolines did form, they were accompanied by several byproducts. Surprisingly, in each case, one of the byproducts was a quinoline derivative, and a plausible mechanism to account for this rearrangement is proposed.
2-(Aminoaryl)alkanone O-phenyl oximes: Versatile reagents for syntheses of quinazolines
Portela-Cubillo, Fernando,Scott, Jackie S.,Walton, John C.
experimental part, p. 2935 - 2937 (2009/02/03)
Microwave irradiations of 2-(aminoaryl)alkanone O-phenyl oximes and carbonyl compounds generate iminyl radicals in company with imines; iminyl on imine ring closure yields dihydroquinazolines or quinazolines when ZnCl 2 is included in the mixtu
