Allylindation of 1H-indole-3-carboxaldehyde in the presence of azoles-revisited

被引:18
|
作者
Cravotto, Giancarlo
Giovenzana, Giovanni B.
Maspero, Angelo
Pilati, Tullio
Penoni, Andrea
Palmisano, Giovanni
机构
[1] Dipartimento Sci Chim Ambientali, I-22100 Como, Italy
[2] Dipartimento Sci & Tecnol Farmaco, I-10125 Turin, Italy
[3] DISCAFF & DFB Ctr, I-28100 Novara, Italy
[4] CNR, Ist Sci & Tecnol Mol, I-20133 Milan, Italy
关键词
D O I
10.1016/j.tetlet.2006.06.124
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The allylindation of 1H-indole-3-carboxaldehyde in the presence of azoles (e.g., pyrazoles and imidazole) under aqueous Barbier-like conditions was reinvestigated and improved. Some of the results were at variance with a previous report (Tetrahedron Lett. 2003, 44, 2101). (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6439 / 6443
页数:5
相关论文
共 50 条
  • [1] Reaction of 1-(oxiran-2-ylmethyl)-1H-indole-3-carboxaldehyde with amines
    Suzdalev, Konstantin F.
    Den'kina, Sophia V.
    Starikova, Alena A.
    Dvurechensky, Vladimir V.
    Kletsky, Mikhail E.
    Burov, Oleg N.
    [J]. MENDELEEV COMMUNICATIONS, 2011, 21 (04) : 231 - 233
  • [2] Synthesis of Deuterated 1H-Indole-3-carboxaldehyde via Catalytic Vilsmeier-Haack Reaction
    Xue, Jing
    Zhang, Yushan
    Zhong, Bing
    Yang, Jin-Dong
    [J]. ORGANIC SYNTHESES, 2024, 101 : 21 - 33
  • [3] SYNTHESIS, X-RAY STRUCTURE AND REACTIVITY OF CYCLOPALLADATED COMPLEXES OF HYDRAZONES OF 1H-INDOLE-3-CARBOXALDEHYDE
    TOLLARI, S
    PALMISANO, G
    DEMARTIN, F
    GRASSI, M
    MAGNAGHI, S
    CENINI, S
    [J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1995, 488 (1-2) : 79 - 83
  • [4] Interruption of RNA processing machinery by a small compound, 1-[(4-chlorophenyl)methyl]-1H-indole-3-carboxaldehyde (oncrasin-1)
    Guo, Wei
    Wu, Shuhong
    Wang, Li
    Wang, Rui-yu
    Wei, Xiaoli
    Liu, Jinsong
    Fang, Bingliang
    [J]. MOLECULAR CANCER THERAPEUTICS, 2009, 8 (02) : 441 - 448
  • [5] Utilization of 1 H -Indole-3-carboxaldehyde as a Precursor for the Synthesis of Bioactive Indole Alkaloids
    El-Sawy, Eslam R.
    Abdelwahab, Ahmed B.
    Kirsch, Gilbert
    [J]. SYNTHESIS-STUTTGART, 2018, 50 (23): : 4525 - 4538
  • [6] Spectroscopic, molecular structure electronic topology surface and pharmaceutical investigation of 1-[(4-Chlorophenyl) methyl]-1H-indole-3-carboxaldehyde by quantum computation-Prediction of antitumor activity
    Nirmala, T.
    Kumar, M.
    Swarnamughi, P.
    Manikandan, P.
    Geetha, E.
    Manikandan, A.
    Muthu, S.
    [J]. CHEMICAL PHYSICS IMPACT, 2024, 8
  • [7] Synthesis of N-Acyl Indole-3-Carboxaldehyde Derivatives and Polyvinyl Alcohol Acetalization with 1-Propionylindole-3-Carboxaldehyde
    Perwin, Aashna
    Mazumdar, Nasreen
    [J]. CHEMISTRYSELECT, 2024, 9 (18):
  • [8] MASS-SPECTRA OF SOME 2-(O-R1-PHENYL)-INDOLE-3-CARBOXALDEHYDE AND 2-(P-R1-PHENYL)-INDOLE-3-CARBOXALDEHYDE DERIVATIVES .3.
    CORTES, E
    CORTES, E
    ARREGUIN, H
    [J]. ORGANIC MASS SPECTROMETRY, 1992, 27 (08): : 901 - 902
  • [9] 1H-Indole-3-carbaldehyde
    Dileep, C. S.
    Abdoh, M. M. M.
    Chakravarthy, M. P.
    Mohana, K. N.
    Sridhar, M. A.
    [J]. ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2012, 68 : O3135 - +
  • [10] Simultaneous Determination of Dopamine and Uric Acid in the Presence of Ascorbic Acid at the Indole-3-Carboxaldehyde Modified Glassy Carbon Electrode
    Deletioglu, Didem
    Hasdemir, Erdogan
    Solak, Ali O.
    [J]. CURRENT ANALYTICAL CHEMISTRY, 2010, 6 (03) : 203 - 208