Synthesis of bis(indolyl)methanes catalyzed by acidic ionic liquid immobilized on silica (ILIS)

被引:68
|
作者
Hagiwara, Hisahiro
Sekifuji, Masayoshi
Hoshi, Takashi
Qiao, Kun
Yokoyama, Chiaki
机构
[1] Niigata Univ, Grad Sch Sci & Technol, Niigata 9502181, Japan
[2] Niigata Univ, Fac Engn, Niigata 9502181, Japan
[3] Tohoku Univ, Inst Multidisciplinary Res Adv Mat, Aoba Ku, Sendai, Miyagi 9808577, Japan
关键词
catalysis; condensation; indoles; ionic liquids; supported catalysis;
D O I
10.1055/s-2007-977453
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new organocatalytic procedure for the synthesis of bis(indolyl)methanes with acidic ionic liquid immobilized on silica gel (ILIS-SO2Cl) has been developed. The reaction condition is applicable to a variety of aryl and aliphatic aldehydes and indoles. The mild nature of the reaction conditions showed that the acetoxy or TBDMS group in the aldehyde was maintained intact. The catalyst was reused four times in 93% average yield.
引用
收藏
页码:1320 / 1322
页数:3
相关论文
共 50 条
  • [21] BISMUTH TRIFLATE CATALYZED ECOFRIENDLY AND EFFICIENT SYNTHESIS OF BIS(INDOLYL) METHANES BY GRINDING APPROACH
    Bhakare, S. D.
    Gaikwad, S. B.
    Jogdand, R. B.
    HETEROCYCLIC LETTERS, 2016, 6 (03): : 421 - 425
  • [22] Antimony trichloride catalyzed condensation of indole and carbonyl compounds: Synthesis of bis(indolyl)methanes
    Srinivasa, A.
    Nandeshwarappa, Belakatta P.
    Kiran, Balaji M.
    Mahadevan, Kittappa M.
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2007, 182 (10) : 2243 - 2249
  • [23] Palladium-catalyzed carbonylative bis(indolyl)methanes synthesis with TFBen as the CO source
    Qi, Xinxin
    Ai, Han-Jun
    Zhang, Ning
    Peng, Jin-Bao
    Ying, Jun
    Wu, Xiao-Feng
    JOURNAL OF CATALYSIS, 2018, 362 : 74 - 77
  • [24] Synthesis of New Bis(Indolyl)Methanes Catalyzed by Benzylsulfamic Acid and Evaluation of Their Antimicrobial Activities
    Soltani, Sara
    Montazeri, Naser
    Zeydi, Masoud Mohammadi
    Heravi, Majid M.
    PHARMACEUTICAL CHEMISTRY JOURNAL, 2020, 53 (10) : 947 - 952
  • [25] Synthesis of bis(indolyl) methanes catalyzed by Schiff base-Cu(II) complex
    Yang, Yong Lei
    Wan, Ning Ning
    Wang, Wen Ping
    Xie, Zheng Feng
    Wang, Ji De
    CHINESE CHEMICAL LETTERS, 2011, 22 (09) : 1071 - 1074
  • [26] Synthesis of some bis(Indolyl)methanes Catalyzed by Ascorbic Acid under Mild Conditions
    Karthikeyan, Kandasamy
    Sivaprasad, Ganesabaskaran
    ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 2015, 47 (06) : 449 - 453
  • [27] A simple and efficient preparation of bis(indolyl)methanes catalyzed by HCl/silica gel under solvent-free conditions
    Katrun, Praewpan
    Atthawilai, Karnjana
    Kuhakarn, Chutima
    ARKIVOC, 2021, : 190 - 203
  • [28] Micelle Promoted Synthesis of Bis-(indolyl)methanes
    Kumar, Krishnammagari S.
    Reddy, Chinnapareddy B.
    Krishna, Balam S.
    Srinivasulu, Kambam
    Reddy, Cirandur S.
    LETTERS IN ORGANIC CHEMISTRY, 2012, 9 (04) : 294 - 299
  • [29] Green procedure for the synthesis of bis(indolyl)methanes in water
    Azizi, N.
    Gholibeghlo, E.
    Manocheri, Z.
    SCIENTIA IRANICA, 2012, 19 (03) : 574 - 578
  • [30] A practical and efficient synthesis of bis(indolyl)methanes in water, and synthesis of di-, tri-, and tetra(bis-indolyl)methanes under thermal conditions catalyzed by oxalic acid dihydrate
    Ghorbani-Vaghei, Ramin
    Veisi, Hojat
    Keypour, Hassan
    Dehghani-Firouzabadi, Ahmad Ali
    MOLECULAR DIVERSITY, 2010, 14 (01) : 87 - 96