Synthesis of indoles via domino reaction of N-aryl amides and ethyl diazoacetate

被引：110
|
作者：
Cui, Sun-Liang [1 ]
Wang, Jing [1 ]
Wang, Yan-Guang [1 ]
机构：
[1] Zhejiang Univ, Dept Chem, Hangzhou 310027, Peoples R China
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2008年 / 130卷 / 41期
基金：
中国国家自然科学基金;
关键词：
D O I：
10.1021/ja805706r
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A general and concise synthesis of functionalized indoles via domino reaction of N-aryl amides and ethyl diazoacetate has been developed. The methodology offers a great potential for the synthesis of biologically active and naturally occurring indole derivatives.
引用
收藏
页码：13526 / +
页数：3
相关论文
共 50 条
  • [21] Stereoselective synthesis of N-aryl proline amides by biotransformation-Ugi-Smiles sequence
    Znabet, Anass
    Blanken, Sara
    Janssen, Elwin
    de Kanter, Frans J. J.
    Helliwell, Madeleine
    Turner, Nicholas J.
    Ruijter, Eelco
    Orru, Romano V. A.
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2012, 10 (05) : 941 - 944
  • [22] Mechanochemical Synthesis of N-Aryl Amides from O-Protected Hydroxamic Acids
    Broumidis, Emmanouil
    Jones, Mary C.
    Vilela, Filipe
    Lloyd, Gareth O.
    CHEMPLUSCHEM, 2020, 85 (08): : 1754 - 1761
  • [23] Stereoselective synthesis of both enantiomers of N-aryl indoles with axially chiral N-C bonds
    Kamikawa, Ken
    Kinoshita, Shunsuke
    Furusyo, Masaru
    Takemoto, Shin
    Matsuzaka, Hiroyuki
    Uemura, Motokazu
    JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (09): : 3394 - 3402
  • [24] Fe-mediated synthesis of N-aryl amides from nitroarenes and acyl chlorides
    Wu, Yundong
    Guo, Lei
    Liu, Yuxuan
    Xiang, Jiannan
    Jiang, Jun
    RSC ADVANCES, 2021, 11 (25) : 15290 - 15295
  • [25] Synthesis of 1-aryl indoles via coupling reaction of indoles and aryl halides catalyzed by CuI/metformin
    Chen, Hu
    Lei, Min
    Hu, Lihong
    TETRAHEDRON, 2014, 70 (35) : 5626 - 5631
  • [26] Iron-catalyzed cross-coupling of N-methoxy amides and arylboronic acids for the synthesis of N-aryl amides
    Li, Jinhui
    Wang, Ying
    Xie, Huilin
    Ren, Shangfeng
    Liu, Jin-Biao
    Luo, Nianhua
    Qiu, Guanyinsheng
    MOLECULAR CATALYSIS, 2021, 516 (516):
  • [27] N-aryl anions:: Half way between amides and carbanions
    von Bülow, R
    Deuerlein, S
    Stey, T
    Herbst-Irmer, R
    Gornitzka, H
    Stalke, D
    ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES, 2004, 59 (11-12): : 1471 - 1479
  • [28] Synthesis of chiral N-aryl pyrrolidinones via a palladium-catalyzed cross-coupling reaction
    Browning, RG
    Mahmud, H
    Badarinarayana, V
    Lovely, CJ
    TETRAHEDRON LETTERS, 2001, 42 (41) : 7155 - 7157
  • [29] A novel, efficient synthesis of N-aryl pyrroles via reaction of 1-boronodienes with arylnitroso compounds
    Tripoteau, Fabien
    Eberlin, Ludovic
    Fox, Mark A.
    Carboni, Bertrand
    Whiting, Andrew
    CHEMICAL COMMUNICATIONS, 2013, 49 (47) : 5414 - 5416
  • [30] Chemical Synthesis of N-Aryl Glycosides
    Fosso, Marina Y.
    Nziko, V. P. N.
    Chang, Cheng-Wei Tom
    JOURNAL OF CARBOHYDRATE CHEMISTRY, 2012, 31 (08) : 603 - 619
12345