Indium-mediated reductive intermolecular coupling reaction of 2-nitroaniline with aromatic aldehydes to benzimidazoles

被引：0
|
作者：
Kim, BH [1 ]
Han, RB
Kim, JS
Jun, YM
Baik, W
Lee, BM
机构：
[1] Kwangwoon Univ, Dept Chem, Seoul 139701, South Korea
[2] Myong Ji Univ, Dept Chem, Kyonggi Do, South Korea
[3] Korea Res Inst Chem Technol, Taejon 305606, South Korea
来源：
HETEROCYCLES | 2004年 / 63卷 / 01期
关键词：
cyclocondensation; indium; 2-bromo-2-nitropropane; imine intermediate;
D O I：
暂无
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
2-Nitroaniline and aromatic aldehydes were coupled to give benzimidazoles in. high yields in the presence of 2-bromo-2-nitropropane and indium at room temperature.
引用
收藏
页码：41 / +
页数：15
相关论文
共 50 条
  • [41] One-pot synthesis of pyrrolylamides and pyrrolylimides by tin- and indium-mediated reductive acylation of 2- and 3-nitropyrroles
    Fu, Liangfeng
    Gribble, Gordon W.
    SYNTHESIS-STUTTGART, 2008, (05): : 788 - 794
  • [42] A Sequential Indium-Mediated Aldehyde Allylation/Palladium-Catalyzed Cross-Coupling Reaction in the Synthesis of 2-Deoxy-β-C-Aryl Glycosides
    Moral, John Alec
    Moon, Seong-Jin
    Rodriguez-Torres, Samuel
    Minehan, Thomas G.
    ORGANIC LETTERS, 2009, 11 (16) : 3734 - 3737
  • [43] Indium-Mediated Intramolecular Reaction of N-(2-Iodobenzoyl)azabenzonorbornadienes: A General Access to Dihydrobenzo[c]phenanthridinones
    Liu, Yang
    Lei, Kang
    Liu, Na
    Sun, Dong-Wei
    Hua, Xue-Wen
    Li, Ya-Juan
    Xu, Xiao-Hua
    JOURNAL OF ORGANIC CHEMISTRY, 2016, 81 (13): : 5495 - 5503
  • [44] Indium-mediated Reformatsky reaction on lactones: preparation of 2-deoxy-2,2′-dimethyl-3-ulosonic acids
    Soengas, Raquel G.
    TETRAHEDRON LETTERS, 2010, 51 (01) : 105 - 108
  • [45] Reductive coupling of aromatic aldehydes and imines by the low valent titanium species generated in the reaction of TiCl4 with Et3N
    Periasamy, M
    Srinivas, G
    Karunakar, GV
    Bharathi, P
    TETRAHEDRON LETTERS, 1999, 40 (42) : 7577 - 7580
  • [46] A Direct Intermolecular Cross-Benzoin Type Reaction: N-Heterocyclic Carbene-Catalyzed Coupling of Aromatic Aldehydes with Trifluoromethyl Ketones
    Enders, Dieter
    Henseler, Alexander
    ADVANCED SYNTHESIS & CATALYSIS, 2009, 351 (11-12) : 1749 - 1752
  • [47] Novel and stereoselective methods for the preparation of aromatic lactams via reductive coupling reactions mediated by SmI2
    Yoda, H
    Matsuda, K
    Nomura, H
    Takabe, K
    TETRAHEDRON LETTERS, 2000, 41 (11) : 1775 - 1779
  • [48] Indium-mediated Barbier-type allylation reaction in PEG400 and PEG400/H2O
    Du, Zhengyin
    Wang, Fen
    Zhou, Wanwei
    Wang, Jin-Xian
    JOURNAL OF CHEMICAL RESEARCH, 2010, (08) : 475 - 477
  • [49] Enantioselective pinacol coupling of aromatic aldehydes mediated by TiCl4(THF)2/Zn with tartaric ester
    Ll, YG
    Jiang, C
    Zhao, J
    Tian, QS
    You, TP
    CHINESE JOURNAL OF CHEMISTRY, 2004, 22 (09) : 950 - 952
  • [50] Intermolecular Stetter reaction of aromatic aldehydes with(E)-(2-nitrovinyl)cyclohexane induced by N-heterocyclic carbene and thiourea
    Qing-Fang Cheng
    Jing-Wen Wang
    Qi-Fa Wang
    Zhou Liu
    ChineseChemicalLetters, 2016, 27 (07) : 1032 - 1035
12345