Sustainable Synthesis of 2-Arylbenzoxazoles over a Cobalt-Based Nanocomposite Catalyst

被引：19

作者：

He, Jian ^{[1
]}

Lin, Fu ^{[2
]}

Yang, Xufang ^{[3
]}

Wang, Di ^{[4
]}

Tan, Xiaohua ^{[2
]}

Zhang, Shujun ^{[5
]}

机构：

[1] Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China

[2] Wenzhou Med Univ, Coll Pharm, Wenzhou 325035, Peoples R China

[3] Mudanjiang Med Univ, Mudanjiang 157011, Peoples R China

[4] Jilin Univ, Sch Life Sci, Changchun 130012, Peoples R China

[5] Harbin Inst Chem Engn, Harbin 150030, Peoples R China

来源：

ORGANIC PROCESS RESEARCH & DEVELOPMENT | 2016年 / 20卷 / 06期

基金：

美国国家科学基金会;

关键词：

2-SUBSTITUTED BENZOXAZOLES; AEROBIC OXIDATION; FACILE PREPARATION; OXIDE CATALYSTS; BENZOTHIAZOLES; NANOPARTICLES; REDUCTION; DIOXYGEN;

D O I：

10.1021/acs.oprd.6b00168

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A new cobalt-based heterogeneous catalyst was prepared by adsorbing in situ produced nitrogen-ligated cobalt(II) acetate complexes on commercially available SiO2 and subsequent pyrolysis at 800 degrees C for 2 h under N-2 atmosphere. By applying this catalyst under the O-2 balloon, the aerobic oxidation of phenolic imines proceeded smoothly and gave various 2-arylbenzoxazoles in good yields. Meanwhile, on the basis of the experimental results, a plausible reaction pathway was described to elucidate the reaction mechanism.

引用

页码：1093 / 1096

页数：4

共 26 条

[1] Convenient and Mild Epoxidation of Alkenes Using Heterogeneous Cobalt Oxide Catalysts** [J].

Banerjee, Debasis ;

Jagadeesh, Rajenahally V. ;

Junge, Kathrin ;

Pohl, Marga-Martina ;

Radnik, Joerg ;

Brueckner, Angelika ;

Beller, Matthias .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2014, 53 (17) :4359-4363

[2] ZnO nanoparticles: a green efficient catalyst for the room temperature synthesis of biologically active 2-aryl-1,3-benzothiazole and 1,3-benzoxazole derivatives [J].

Banerjee, Subhash ;

Payra, Soumen ;

Saha, Arijit ;

Sereda, Grigoriy .

TETRAHEDRON LETTERS, 2014, 55 (40) :5515-5520

[3] Synthesis of Benzazoles by Hydrogen-Transfer Catalysis [J].

Blacker, A. John ;

Farah, Mohamed M. ;

Hall, Michael I. ;

Marsden, Stephen P. ;

Saidi, Ourida ;

Williams, Jonathan M. J. .

ORGANIC LETTERS, 2009, 11 (09) :2039-2042

[4] Multi-site coordination N-phosphanylamidine ligands as stabilizers for the synthesis of ruthenium nanoparticles [J].

Bronger, Raymond ;

Thanh Dung Le ;

Bastin, Stephanie ;

Garcia-Anton, Jordi ;

Citadelle, Cecilia ;

Chaudret, Bruno ;

Lecante, Pierre ;

Igau, Alain ;

Philippot, Karine .

NEW JOURNAL OF CHEMISTRY, 2011, 35 (11) :2653-2660

[5] Synthesis of substituted benzoxazoles by the iron(III)-catalyzed aerobic oxidation process [J].

Cao Ke ;

Tu YongQiang ;

Zhang FuMin .

SCIENCE CHINA-CHEMISTRY, 2010, 53 (01) :130-134

[6] Discovery of 2-Arylbenzoxazoles as Upregulators of Utrophin Production for the Treatment of Duchenne Muscular Dystrophy [J].

Chancellor, Daniel R. ;

Davies, Kay E. ;

De Moor, Olivier ;

Dorgan, Colin R. ;

Johnson, Peter D. ;

Lambert, Adam G. ;

Lawrence, Daniel ;

Lecci, Cristina ;

Maillol, Carole ;

Middleton, Penny J. ;

Nugent, Gary ;

Poignant, Severine D. ;

Potter, Allyson C. ;

Price, Paul D. ;

Pye, Richard J. ;

Storer, Richard ;

Tinsley, Jonathon M. ;

van Well, Renate ;

Vickers, Richard ;

Vile, Julia ;

Wilkes, Fraser J. ;

Wilson, Francis X. ;

Wren, Stephen P. ;

Wynne, Graham M. .

JOURNAL OF MEDICINAL CHEMISTRY, 2011, 54 (09) :3241-3250

[7] A simple protocol for the synthesis of 2-arylbenzoxazoles by oxidation with o-iodoxybenzoic acid (IBX) and its application in the synthesis of arylbenzoxazole-containing amino acids [J].

Chen, Fei ;

Shen, Chengjie ;

Yang, Dan .

TETRAHEDRON LETTERS, 2011, 52 (17) :2128-2131

[8] Efficient Aerobic Oxidative Synthesis of 2-Substituted Benzoxazoles, Benzothiazoles, and Benzimidazoles Catalyzed by 4-Methoxy-TEMPO [J].

Chen, Yong-Xing ;

Qian, Ling-Feng ;

Zhang, Wei ;

Han, Bing .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (48) :9330-9333

[9] Cyanide as a Powerful Catalyst for Facile Preparation of 2-Substituted Benzoxazoles via Aerobic Oxidation [J].

Cho, Yeon Ho ;

Lee, Chun-Young ;

Ha, Deok-Chan ;

Cheon, Cheol-Hong .

ADVANCED SYNTHESIS & CATALYSIS, 2012, 354 (16) :2992-2996

[10] An Efficient Synthesis of 2-Substituted Benzoxazoles via RuCl3•3H2O Catalyzed Tandem Reactions in Ionic Liquid [J].

Fan Xuesen ;

He Yan ;

Wang Yangyang ;

Zhang Xinying ;

Wang Jianji .

CHINESE JOURNAL OF CHEMISTRY, 2011, 29 (04) :773-777

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