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
  • [31] Indium-mediated one-pot three-component reaction of aromatic amines, enol ethers, and allylic bromides
    Jang, TS
    Ku, IW
    Jang, MS
    Keum, G
    Kang, SB
    Chung, BY
    Kim, Y
    ORGANIC LETTERS, 2006, 8 (02) : 195 - 198
  • [32] Aluminum/fluoride salt-mediated reductive coupling of aromatic aldehydes in aqueous media under ultrasound irradiation
    Li, JT
    Chen, YX
    Lin, ZP
    Li, TS
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2005, 25 (12) : 1583 - 1586
  • [33] The Thiolate-Catalyzed Intermolecular Crossed Tishchenko Reaction: Highly Chemoselective Coupling of Two Different Aromatic Aldehydes
    Curran, Simon P.
    Connon, Stephen J.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2012, 51 (43) : 10866 - 10870
  • [34] Enantioselective Dearomatization of Indoles via SmI2-Mediated Intermolecular Reductive Coupling with Ketones
    Zhang, Wen-Yun
    Wang, Hu-Chong
    Wang, Ye
    Zheng, Chao
    You, Shu-Li
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2023, 145 (18) : 10314 - 10321
  • [35] Catalytic Enantioselective Allylations of Acetylenic Aldehydes via 2-Propanol-Mediated Reductive Coupling
    Brito, Gilmar A.
    Della-Felice, Franco
    Luo, Guoshun
    Burns, Alexander S.
    Pilli, Ronaldo A.
    Rychnovsky, Scott D.
    Krische, Michael J.
    ORGANIC LETTERS, 2018, 20 (13) : 4144 - 4147
  • [36] Synthesis and characterization of 2-arylbenzimidazoles by reaction of o-nitroaniline and aromatic aldehyde derivatives via reductive cyclization
    Ibrahim, M. N.
    ASIAN JOURNAL OF CHEMISTRY, 2007, 19 (03) : 2419 - 2422
  • [37] Pinacol coupling reaction of aromatic aldehydes mediated by Zn in acid aqueous media under ultrasound irradiation
    Yang, JH
    Li, JT
    Zhao, JL
    Li, TS
    SYNTHETIC COMMUNICATIONS, 2004, 34 (06) : 993 - 1000
  • [38] Pinacol coupling reaction of aromatic aldehydes mediated by aqueous vanadium(II) solution under ultrasound irradiation
    Wang, SX
    Wang, K
    Li, JT
    SYNTHETIC COMMUNICATIONS, 2005, 35 (18) : 2387 - 2394
  • [39] Indium-mediated annulation of 2-azidoaryl aldehydes with propargyl bromides to [1,2,3]triazolo[1,5-a]quinolines
    Zhang, Xiaomin
    Yang, Jiali
    Xiong, Ni
    Han, Zhe
    Duan, Xinhua
    Zeng, Rong
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2021, 19 (28) : 6346 - 6352
  • [40] Reductive Coupling of Aromatic Aldehydes and Acetophenone Induced by TiCl4-Al/CH2(COOEt)2
    Song, Chang-Ying
    Wang, Shu-Xiang
    Chu, Wen-Hao
    Li, Ji-Tai
    Zhou, Zheng
    Li, Hong-Yu
    Cao, Zi-Qing
    ASIAN JOURNAL OF CHEMISTRY, 2013, 25 (14) : 7993 - 7996
12345