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

被引：61

作者：

Zhang, Wu ^{[1
]}

Guo, Fei ^{[1
]}

Wang, Fei ^{[1
]}

Zhao, Na ^{[1
]}

Liu, Liang ^{[1
]}

Li, Jia ^{[1
]}

Wang, Zhenghua ^{[1
]}

机构：

[1] Anhui Normal Univ, Key Lab Funct Mol Solids, Coll Chem & Mat Sci, Anhui Lab Mol Based Mat,Minist Educ, Wuhu 241000, Peoples R China

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2014年 / 12卷 / 30期

基金：

中国国家自然科学基金;

关键词：

ONE-POT SYNTHESIS; N-ARYLATION; ANTIINFLAMMATORY EVALUATION; ARYL IODIDES; LIGAND; DERIVATIVES; HALIDES; FUNCTIONALIZATION; IMIDAZOLES; INDAZOLES;

D O I：

10.1039/c4ob00569d

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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 base nor an organic oxidant was necessary, and CuO nanoparticles can be recycled without a significant decrease in catalytic activity.

引用

收藏

页码：5752 / 5756

页数：5

相关论文

共 47 条

[1] Synthesis, analgesic and anti-inflammatory evaluation of some novel quinazoline derivatives [J].

Alafeefy, Ahmed M. ;

Kadi, Adnan A. ;

Al-Deeb, Omar A. ;

El-Tahir, Kamal E. H. ;

Al-jaber, Nabila A. .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (11) :4947-4952

[2] Copper-diamine-catalyzed N-arylation of pyrroles, pyrazoles, indazoles, imidazoles, and triazoles [J].

Antilla, JC ;

Baskin, JM ;

Barder, TE ;

Buchwald, SL .

JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (17) :5578-5587

[3] Synthesis, anti-inflammatory evaluation and docking studies of some new fluorinated fused quinazolines [J].

Balakumar, C. ;

Lamba, P. ;

Kishore, D. Pran ;

Narayana, B. Lakshmi ;

Rao, K. Venkat ;

Rajwinder, K. ;

Rao, A. Raghuram ;

Shireesha, B. ;

Narsaiah, B. .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (11) :4904-4913

[4] Copper-Catalyzed Aliphatic C-H Amination with an Amidine Moiety [J].

Chen, Hui ;

Sanjaya, Stephen ;

Wang, Yi-Feng ;

Chiba, Shunsuke .

ORGANIC LETTERS, 2013, 15 (01) :212-215

[5] Ligand-Free Copper-Catalyzed Arylation of Amidines [J].

Cortes-Salva, Michelle ;

Garvin, Corey ;

Antilla, Jon C. .

JOURNAL OF ORGANIC CHEMISTRY, 2011, 76 (05) :1456-1459

[6] Copper-Catalyzed N-Arylation of 2-Imidazolines with Aryl Iodides [J].

Davis, Owen A. ;

Hughes, Matthew ;

Bull, James A. .

JOURNAL OF ORGANIC CHEMISTRY, 2013, 78 (07) :3470-3475

[7] A General Method for Copper-Catalyzed Arene Cross-Dimerization [J].

Do, Hien-Quang ;

Daugulis, Olafs .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (34) :13577-13586

[8] Copper- and palladium-catalyzed intramolecular aryl guanidinylation: An efficient method for the synthesis of 2-aminobenzimidazoles [J].

Evindar, G ;

Batey, RA .

ORGANIC LETTERS, 2003, 5 (02) :133-136

[9] Copper-Catalyzed Dehydrogenative Cross-Coupling of Benzothiazoles with Thiazoles and Polyfluoroarene [J].

Fan, Shilu ;

Chen, Zhao ;

Zhang, Xingang .

ORGANIC LETTERS, 2012, 14 (18) :4950-4953

[10] Convenient synthetic approach to 2,4-disubstituted quinazolines [J].

Ferrini, Serena ;

Ponticelli, Fabio ;

Taddei, Maurizio .

ORGANIC LETTERS, 2007, 9 (01) :69-72

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