52747-80-5Relevant academic research and scientific papers
Copper-catalyzed tandem Ullmann type C-N coupling and dehydrative cyclization: Synthesis of imidazo[1,2-c]quinazolines
Nandwana, Nitesh K.,Dhiman, Shiv,Shelke, Ganesh M.,Kumar, Anil
, p. 1736 - 1741 (2016)
A simple and efficient one-pot protocol has been demonstrated for the synthesis of imidazo[1,2-c]quinazoline derivatives through a copper catalyzed tandem reaction between substituted 2-(2-bromophenyl)-1H-imidazoles and formamide. The synthetic protocol involves initial Ullmann-type C-N coupling followed by intramolecular dehydrative cyclization. The method uses readily available 2-(2-bromophenyl)-1H-imidazoles as the starting materials to afford imidazo[1,2-c]quinazolines in moderate to good yields and provided 610 mg (71%) yield of 3a from a gram scale reaction.
Synthesis of quinazolines and imidazo[1,2-c]quinazolines with the aid of a low-valent titanium reagent
Shi, Daqing,Wang, Juxian,Shi, Chunling,Rong, Liangce,Zhuang, Qiya,Hu, Hongwen
, p. 1098 - 1100 (2004)
A short and facile synthesis of a series of quinazolines and imidazo[1,2-c]quinazolines was accomplished in good yields via the novel reductive cyclization of 2-nitrobenzyl amines or 2-(2-nitrophenyl)imidazoles with ortho-ester, aldehydes or ketones promoted by TiCl4/Zn system. The structures were established by spectroscopic data and confirmed by X-ray analysis.
Synthesis of Quinazolinones, Imidazo[1,2-c]quinazolines and Imidazo[4,5-c]quinolines through Tandem Reductive Amination of Aryl Halides and Oxidative Amination of C(sp3)–H Bonds
Nandwana, Nitesh Kumar,Dhiman, Shiv,Saini, Hitesh Kumar,Kumar, Indresh,Kumar, Anil
, p. 514 - 522 (2017/02/05)
A tandem multicomponent approach has been described for the synthesis of quinazolinones, imidazo[1,2-c]quinazolines and imidazo[4,5-c]quinolines. The reaction involves a copper-catalyzed reductive amination through azidation followed by reduction and oxidative amination of C(sp3)–H bonds of N,N-dimethylacetamide in the presence of TBHP (tert-butylhydroperoxide) as oxidant. The method uses the easily available sodium azide as a nitrogen source and DMA (N,N-dimethylacetamide) as a one-carbon source for the synthesis of these N-fused heterocycles in good to excellent yields. The reaction can also be used for gram-scale synthesis.
An efficient synthesis of quinazoline derivatives with the aid of low-valent titanium reagent
Shi, Daqing,Shi, Chunling,Wang, Juxian,Rong, Liangce,Zhuang, Qiya,Wang, Xiangshan
, p. 173 - 183 (2007/10/03)
Quinazolin-4(3H)-ones, 1,2-dihydroquinazolin-4(3H)-ones, 3,4-dihydroquinazolines, imidazo[1,2-c]-quinazolines and 5,6-dihydroimidazo[1,2- c]quinazolines were synthesized by the novel reductive reaction of nitro group, N-H bond and ortho-ester, aldehydes o
Imidazo[1,2-c]quinazolines with lipid peroxidation inhibitory effect
Domany, Gyoergy,Gizur, Tibor,Gere, Aniko,Takacs-Novak, Krisztina,Farsang, Gyoergy,Ferenczy, Gyoergy G.,Tarkanyi, Gabor,Demeter, Maria
, p. 181 - 187 (2007/10/03)
A series of imidazo[1,2-c]quinazolines of different lipophilic character was prepared. According to their antioxidant (cyclic voltammetry) properties they all should be potent inhibitors of lipid peroxidation. Under the given circumstances (NADPH-induced lipid peroxidation in rat brain microsomes and Fe2+-induced lipid peroxidation in rat brain homogenate), however, their lipid peroxidation inhibitory activity was strongly dependent on their lipophilicity.
