In water-ultrasound-promoted synthesis of tetraketones and 2-substituted-1H-benzimidazoles catalyzed by BiOCl nanoparticles

被引：26

作者：

Sapkal, Bharatkumar M. ^{[1
]}

Labhane, Prakash K. ^{[1
]}

Satam, Jitendra R. ^{[2
]}

机构：

[1] MGSMS Arts Sci & Commerce Coll, Dept Chem, Chopda, Jalgaon, India

[2] Univ Mumbai, KJ Somaiya Coll Engn, Mumbai, Maharashtra, India

来源：

RESEARCH ON CHEMICAL INTERMEDIATES | 2017年 / 43卷 / 08期

关键词：

Tetraketones; 2-Substituted-1-H-benzimidazoles; BiOCl nanoparticles; Ultrasound; ONE-POT SYNTHESIS; ENHANCED VISIBLE-LIGHT; IONIC-LIQUID; KNOEVENAGEL CONDENSATION; EFFICIENT CATALYST; REUSABLE CATALYST; BENZIMIDAZOLES; MILD; ALDEHYDES; DERIVATIVES;

D O I：

10.1007/s11164-017-2924-5

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A highly efficient, green protocol has been developed for the synthesis of various structurally diverse 2,2'-arylmethylene bis(3-hydroxy-5,5-dimethyl-2-cyclohexene-1-one) and 2-substituted-1H-benzimidazole derivatives. The reaction was performed in water under ultrasound irradiation, using BiOCl nanoparticles as a catalyst. The nanocatalyst was found to be reusable for seven subsequent reactions without much loss in activity. Simple methodology with short reaction times and mild reaction conditions with easy work-up procedure are the salient features of this method.

引用

页码：4967 / 4979

页数：13

共 46 条

[1] Synthesis of 2-arylbenzimidazoles under mild conditions catalyzed by a heteropolyacid-containing task-specific ionic liquid and catalyst investigation by electrospray (tandem) mass spectrometry [J].

Alvim, Haline G. O. ;

de Oliveira, Heibbe C. B. ;

Bataglion, Giovana A. ;

Eberlin, Marcos N. ;

Ramos, Luciana M. ;

Silva, Wender A. .

RSC ADVANCES, 2015, 5 (85) :69418-69422

[2] Chemoselective synthesis of xanthenes and tetraketones in a choline chloride-based deep eutectic solvent [J].

Azizi, Najmedin ;

Dezfooli, Sahar ;

Hashemi, Mohammad Mahmoudi .

COMPTES RENDUS CHIMIE, 2013, 16 (11) :997-1001

[3] Synthesis of benzimidazoles and benzoxazoles using TiCl3OTf in ethanol at room temperature [J].

Azizian, Javad ;

Torabi, Parviz ;

Noei, Jalil .

TETRAHEDRON LETTERS, 2016, 57 (02) :185-188

[4] The aldol reaction under high-intensity ultrasound: A novel approach to an old reaction [J].

Cravotto, G ;

Demetri, A ;

Nano, GM ;

Palmisano, G ;

Penoni, A ;

Tagliapietra, S .

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2003, 2003 (22) :4438-4444

[5] Efficient (bromodimethyl)sulfonium bromide mediated synthesis of benzimidazoles [J].

Das, Biswanath ;

Holla, Harish ;

Srinivas, Yallamalla .

TETRAHEDRON LETTERS, 2007, 48 (01) :61-64

[6] Zn2+-K10-clay (clayzic) as an efficient water-tolerant, solid acid catalyst for the synthesis of benzimidazoles and quinoxalines at room temperature [J].

Dhakshinamoorthy, Amarajothi ;

Kanagaraj, Kuppusamy ;

Pitchumani, Kasi .

TETRAHEDRON LETTERS, 2011, 52 (01) :69-73

[7]

Doble M., 2007, GREEN CHEM ENG, P69

[8] One-pot Synthesis of Benzimidazoles and Benzothiazoles in the Presence of Fe(HSO4)3 as a New and Efficient Oxidant [J].

Eshghi, Hossein ;

Rahimizadeh, Mohammad ;

Shiri, Ali ;

Sedaghat, Parisa .

BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2012, 33 (02) :515-518

[9] STRUCTURE, DNA MINOR-GROOVE BINDING, AND BASE-PAIR SPECIFICITY OF ALKYL-LINKED AND ARYL-LINKED BIS(AMIDINOBENZIMIDAZOLES) AND BIS(AMIDINOINDOLES) [J].

FAIRLEY, TA ;

TIDWELL, RR ;

DONKOR, I ;

NAIMAN, NA ;

OHEMENG, KA ;

LOMBARDY, RJ ;

BENTLEY, JA ;

CORY, M .

JOURNAL OF MEDICINAL CHEMISTRY, 1993, 36 (12) :1746-1753

[10] Chemically bonded graphene/BiOCl nanocomposites as high-performance photocatalysts [J].

Gao, Feidan ;

Zeng, Dawen ;

Huang, Qingwu ;

Tian, Shouqin ;

Xie, Changsheng .

PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2012, 14 (30) :10572-10578

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