An efficient facile and one-pot synthesis of benzodiazepines and chemoselective 1,2-disubstituted benzimidazoles using a magnetically retrievable Fe3O4 nanocatalyst under solvent free conditions

被引：18
作者：
Jamatia, Ramen [1 ]
Saha, Mithu [1 ]
Pal, Amarta Kumar [1 ]
机构：
[1] North Eastern Hill Univ, Dept Chem, Shillong 793022, Meghalaya, India
来源：
RSC ADVANCES | 2014年 / 4卷 / 25期
关键词：
1,5-BENZODIAZEPINE DERIVATIVES; O-PHENYLENEDIAMINE; PROMOTED SYNTHESIS; REUSABLE CATALYST; CYCLOADDITION; BENZOHETEROAZEPINE; NANOPARTICLES; CONDENSATION; TRIFLATE; KETONES;
D O I：
10.1039/c3ra47860b
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Benzodiazepine and chemoselective 1,2-disubstituted benzimidazole derivatives were synthesized by the condensation reaction of o-phenylenediamine with ketones and aryl aldehydes using Fe3O4 nanoparticles as a recyclable catalyst under solvent free conditions. This synthetic approach eliminates the use of toxic organic solvents with the added benefit of easy separation and reusability of the catalyst without compromising the yield or purity which makes the procedure green.
引用
收藏
页码：12826 / 12833
页数：8
相关论文
共 44 条
[1]  
Anastas P. T., 2000, INTRODUCTION, V1, P1
[2]  
Bai YJ, 2001, SYNLETT, P544
[3]   Chemistry and properties of nanocrystals of different shapes [J].
Burda, C ;
Chen, XB ;
Narayanan, R ;
El-Sayed, MA .
CHEMICAL REVIEWS, 2005, 105 (04) :1025-1102
[4]   Preparation and characterization of Fe3O4/graphene nanocomposite and investigation of its adsorption performance for aniline and p-chloroaniline [J].
Chang, Yan-Ping ;
Ren, Cui-Ling ;
Qu, Ji-Chun ;
Chen, Xing-Guo .
APPLIED SURFACE SCIENCE, 2012, 261 :504-509
[5]  
Claremon D. A., 2003, PCT Int. Appl., Patent No. [WO 9640653, 9640653]
[6]   Ytterbium triflate promoted synthesis of 1,5-benzodiazepine derivatives [J].
Curini, M ;
Epifano, F ;
Marcotullio, MC ;
Rosati, O .
TETRAHEDRON LETTERS, 2001, 42 (18) :3193-3195
[7]  
de Baun J.R., 1977, Chem. Abstr, V86, P5498
[8]   Scandium(III) triflate as an efficient and reusable catalyst for synthesis of 1,5-benzodiazepine derivatives [J].
De, SK ;
Gibbs, RA .
TETRAHEDRON LETTERS, 2005, 46 (11) :1811-1813
[9]   POTENTIAL ANTITUMOR AGENTS .59. STRUCTURE-ACTIVITY-RELATIONSHIPS FOR 2-PHENYLBENZIMIDAZOLE-4-CARBOXAMIDES, A NEW CLASS OF MINIMAL DNA-INTERCALATING AGENTS WHICH MAY NOT ACT VIA TOPOISOMERASE-II [J].
DENNY, WA ;
REWCASTLE, GW ;
BAGULEY, BC .
JOURNAL OF MEDICINAL CHEMISTRY, 1990, 33 (02) :814-819
[10]   Synthesis of new tri- and tetraheterocyclic systems: 1,3-dipolar cycloaddition of nitrilimines on 2,7-dimethyl-4-phenyl-3H-1,5-benzodiazepin [J].
Essaber, M ;
Baouid, A ;
Hasnaoui, A ;
Benharref, A ;
Lavergne, JP .
SYNTHETIC COMMUNICATIONS, 1998, 28 (22) :4097-4104
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