Iron Powder Promoted Regio-Selective Friedel-Crafts Acylation of Indole Under Solvent-Free Conditions

被引：2
作者：
Zhang, Lirong [1 ]
Yi, Fengping [1 ]
Zou, Jianzhong [1 ]
Qu, Shaoyan [1 ]
机构：
[1] Shanghai Inst Technol, Sch Perfume & Aroma Technol, Shanghai 201418, Peoples R China
来源：
ASIAN JOURNAL OF CHEMISTRY | 2013年 / 25卷 / 11期
关键词：
Friedel-Crafts acylation; Indole; Iron powder; Solvent free; IONIC LIQUID; 3-ACYLINDOLES; CHLORIDE;
D O I：
10.14233/ajchem.2013.14277
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A facile, efficient and environment-friendly protocol for the regioselective synthesis of 3-acyl indoles has been developed by one-pot catalytic Friedel-Crafts acylation of indole in presence of the iron powder as catalyst under solvent-free conditions at room temperature.
引用
收藏
页码：6117 / 6120
页数：4
相关论文
共 16 条
  • [1] INTRAMOLECULAR RING-CLOSURE OF ALPHA,BETA-UNSATURATED 3-ACYLINDOLES
    BERGMAN, J
    VENEMALM, L
    [J]. TETRAHEDRON LETTERS, 1987, 28 (32) : 3741 - 3744
  • [2] THE FORMATION OF ACYLIMINO-DERIVATIVES OF INDOLES AND PYRROLES BY REACTIONS WITH NITRILIUM SALTS
    EYLEY, SC
    GILES, RG
    HEANEY, H
    [J]. TETRAHEDRON LETTERS, 1985, 26 (38) : 4649 - 4652
  • [3] Palladium-catalyzed acylation of a 1,2-disubstituted 3-indolylzinc chloride
    Faul, MM
    Winneroski, LL
    [J]. TETRAHEDRON LETTERS, 1997, 38 (27) : 4749 - 4752
  • [4] ZrCl4-Mediated Regio- and Chemoselective Friedel-Crafts Acylation of Indole
    Guchhait, Sankar K.
    Kashyap, Maneesh
    Kamble, Harshad
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2011, 76 (11) : 4753 - 4758
  • [5] A CONVENIENT SYNTHESIS OF 3-ACYLINDOLES VIA FRIEDEL-CRAFTS ACYLATION OF 1-(PHENYLSULFONYL)INDOLE - A NEW ROUTE TO PYRIDOCARBAZOLE-5,11-QUINONES AND ELLIPTICINE
    KETCHA, DM
    GRIBBLE, GW
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (26) : 5451 - 5457
  • [6] New Arylthioindoles and Related Bioisosteres at the Sulfur Bridging Group. 4. Synthesis, Tubulin Polymerization, Cell Growth Inhibition, and Molecular Modeling Studies
    La Regina, Giuseppe
    Sarkar, Taradas
    Bai, Ruoli
    Edler, Michael C.
    Saletti, Roberto
    Coluccia, Antonio
    Piscitelli, Francesco
    Minelli, Lara
    Gatti, Valerio
    Mazzoccoli, Carmela
    Palermo, Vanessa
    Mazzoni, Cristina
    Falcone, Claudio
    Scovassi, Anna Ivana
    Giansanti, Vincenzo
    Campiglia, Pietro
    Porta, Amalia
    Maresca, Bruno
    Hamel, Ernest
    Brancale, Andrea
    Novellino, Ettore
    Silvestri, Romano
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2009, 52 (23) : 7512 - 7527
  • [7] Morley J.O., 1977, J CHEM SOC P2, V601
  • [8] A general method for acylation of indoles at the 3-position with acyl chlorides in the presence of dialkylaluminum chloride
    Okauchi, T
    Itonaga, M
    Minami, T
    Owa, T
    Kitoh, K
    Yoshino, H
    [J]. ORGANIC LETTERS, 2000, 2 (10) : 1485 - 1487
  • [9] Acylation of indole under Friedel-Crafts conditions - An improved method to obtain 3-acylindoles regioselectively
    Ottoni, O
    Neder, ADF
    Dias, AKB
    Cruz, RPA
    Aquino, LB
    [J]. ORGANIC LETTERS, 2001, 3 (07) : 1005 - 1007
  • [10] Paul S., 2003, SYNTHESIS, V2877
12