A Novel Ionic Liquid Based on Imidazolium Cation as an Efficient and Reusable Catalyst for the One-pot Synthesis of Benzoxazoles, Benzthiazoles, Benzimidazoles and 2-Arylsubstituted Benzimidazoles

被引：8

作者：

Hasanpour, Maede ^{[1
]}

Eshghi, Hossein ^{[1
]}

Bakavoli, Mehdi ^{[1
]}

Mirzaei, Mahdi ^{[1
]}

机构：

[1] Ferdowsi Univ Mashhad, Sch Sci, Dept Chem, Mashhad 917751436, Iran

来源：

JOURNAL OF THE CHINESE CHEMICAL SOCIETY | 2015年 / 62卷 / 05期

关键词：

Ionic liquid; Imidazolium cation; Benzoxazoles; Benzthiazoles; Benzimidazoles; Reusable catalyst; HETEROGENEOUS CATALYST; DERIVATIVES; BENZOTHIAZOLES; MILD; OXIDATION; 2-ARYLBENZIMIDAZOLE; PHENYLENEDIAMINE; HETEROCYCLES; COMPLEX; DESIGN;

D O I：

10.1002/jccs.201400372

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A novel dicationic ionic liquid based on imidazolium cation is designed, synthesized and successfully used as catalyst for the one-pot synthesis of benzoxazoles, benzthiazoles, benzimidazoles and 2-arylsubstituted benzimidazoles. The remarkable feature of this new catalyst is its ethyleneoxy bridge which participates in dissolving organic compound in ionic liquid. The application of this ionic liquid is studied in a new one-pot method for synthesis of heterocyclic compounds under solvent-free conditions. Simple and convenient procedure, high conversion, reusability of catalyst, easy purification and shorter reaction time are the advantageous features of this method.

引用

页码：412 / 419

页数：8

共 52 条

[1] 15N-multilabeled adenine and guanine nucleosides.: Syntheses of [1,3,NH2-15N3]- and [2-13C-1,3,NH2-15N3]-labeled adenosine, guanosine, 2′-deoxyadenosine, and 2′-deoxyguanosine [J].

Abad, JL ;

Gaffney, BL ;

Jones, RA .

JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (18) :6575-6582

[2] The role of hydrogen bonding in controlling the selectivity of Diels-Alder reactions in room-temperature ionic liquids [J].

Aggarwal, A ;

Lancaster, NL ;

Sethi, AR ;

Welton, T .

GREEN CHEMISTRY, 2002, 4 (05) :517-520

[3] Structure and properties of high stability geminal dicationic ionic liquids [J].

Anderson, JL ;

Ding, RF ;

Ellern, A ;

Armstrong, DW .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (02) :593-604

[4]

[Anonymous], TETRAHEDRON

[5]

[Anonymous], J MED CHEM

[6]

[Anonymous], SOYBEAN B, DOI DOI 10.1002/ANIE.200460627

[7]

[Anonymous], ARKIVOC

[8] Mild and highly efficient method for the synthesis of 2-arylbenzimidazoles and 2-arylbenzothiazoles [J].

Bahrami, Kiumars ;

Khodaei, M. Mehdi ;

Naali, Fardin .

JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (17) :6835-6837

[9] Chemoselective synthesis of benzimidazoles on silica treated with thionyl chloride [J].

Ben Alloum, A ;

Bougrin, K ;

Soufiaoui, M .

TETRAHEDRON LETTERS, 2003, 44 (31) :5935-5937

[10] RILUZOLE PREVENTS MPTP-INDUCED PARKINSONISM IN THE RHESUS-MONKEY - A PILOT-STUDY [J].

BENAZZOUZ, A ;

BORAUD, T ;

DUBEDAT, P ;

BOIREAU, A ;

STUTZMANN, JM ;

GROSS, C .

EUROPEAN JOURNAL OF PHARMACOLOGY, 1995, 284 (03) :299-307

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