A Mild and Simple One-pot Synthesis of 2-Substituted Benzimidazole Derivatives Using DDQ as an Efficient Oxidant at Room Temperature

被引:12
作者
Naeimi, Hossein [1 ]
Babaei, Zahra [1 ]
机构
[1] Univ Kashan, Fac Chem, Dept Organ Chem, Kashan 87317, Iran
关键词
O-phenylenediamine; One-pot; DDQ; Benzimidazoles; Aryl aldehydes; Oxidant; SELECTIVE SYNTHESIS; PROMOTED SYNTHESIS; PHASE SYNTHESIS; AGENTS; INHIBITORS; CATALYST; DESIGN; ACID;
D O I
10.1002/jccs.201400293
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A series of 2-substituted benzimidazoles were prepared through one-pot reaction of o-phenylenediamine with various aryl aldehydes in the presence of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) in acetonitrile as solvent at room temperature. The reactions were smoothly preceded in excellent yields and short reaction times with an easy work-up. The pure benzimidazoles as products were confirmed and characterized by physical and spectral data.
引用
收藏
页码:41 / 46
页数:6
相关论文
共 50 条
[1]  
[Anonymous], 2004, SYNLETT
[2]   A short synthesis of the PARP inhibitor 2-(4-trifluoromethylphenyl)benzimidazole-4-carboxamide (NU1077) [J].
Austen, SC ;
Kane, JM .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2001, 38 (04) :979-980
[3]   A simple and efficient one-pot synthesis of 2-substituted benzimidazoles [J].
Bahrami, Kiumars ;
Khodaei, Mohammad Mehdi ;
Kavianinia, Iman .
SYNTHESIS-STUTTGART, 2007, (04) :547-550
[4]   QUATERNARY-SALTS FROM 2-(METHYLPYRIDYL OR QUINOLYL)BENZIMIDAZOLES AND RELATED POLYMETHINE DYES [J].
BARNI, E ;
SAVARINO, P .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1979, 16 (08) :1583-1587
[5]  
Beaulieu PL, 2003, SYNTHESIS-STUTTGART, P1683
[6]   One-pot synthesis of 2-substituted benzimidazoles catalyzed by anhydrous FePO4 [J].
Behbahani, Farahnaz K. ;
Ziaei, Parisa .
CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2012, 48 (07) :1011-1017
[7]  
Bhatnagar I., 1968, INDIAN J CHEM B, V24, P1293
[8]  
Birajdar S. S., 2014, RES J PHARM BIOL CHE, V5, P487
[9]  
Chakrabarty M, 2006, HETEROCYCLES, V68, P967
[10]   Room temperature synthesis of benzimidazole derivatives using reusable cobalt hydroxide (II) and cobalt oxide (II) as efficient solid catalysts [J].
Chari, Murugulla Adharvana ;
Shobha, Donthabhakthuni ;
Sasaki, Takehiko .
TETRAHEDRON LETTERS, 2011, 52 (43) :5575-5580