Ascorbic acid: an efficient organocatalyst for environmentally benign synthesis of indole-substituted 4H-chromenes

被引:9
|
作者
Das, Debjit [1 ]
机构
[1] Triveni Devi Bhalotia Coll, Dept Chem, Raniganj, India
来源
MONATSHEFTE FUR CHEMIE | 2021年 / 152卷 / 08期
关键词
2-Amino-4H-chromene; Organocatalyst; Ascorbic acid; Green synthesis; Indole; Multicomponent reaction; ONE-POT SYNTHESIS; MULTICOMPONENT REACTIONS; 3-SUBSTITUTED INDOLES; CATALYST; GREEN; NANOCOMPOSITE;
D O I
10.1007/s00706-021-02824-5
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An expedient, straightforward, and efficient one-pot three-component synthesis of biologically relevant indole-substituted 4H-chromenes has been developed by the reaction of various indoles, malononitrile, and salicylaldehydes using a catalytic amount of ascorbic acid in aqueous ethanol at room temperature. The significant features of the developed protocol are the clean reaction profile, operational simplicity, non-hazardous experimental conditions, no column chromatographic purification, use of an inexpensive, commercially available, and non-toxic metal-free catalyst, accomplishment of good to excellent yields, and large-scale synthesis.
引用
收藏
页码:987 / 991
页数:5
相关论文
共 50 条
  • [1] Ascorbic acid: an efficient organocatalyst for environmentally benign synthesis of indole-substituted 4H‑chromenes
    Debjit Das
    [J]. Monatshefte für Chemie - Chemical Monthly, 2021, 152 : 987 - 991
  • [2] An efficient regioselective reaction of indole with 2H-chromenes for the synthesis of new 4H-chromenes in environmentally benign media
    Rao, L. Chandrasekhara
    Kumar, N. Satish
    Babu, N. Jagadeesh
    Meshram, H. M.
    [J]. TETRAHEDRON LETTERS, 2014, 55 (38) : 5342 - 5346
  • [3] Ammonia-Doped Polyaniline-Graphitic Carbon Nitride Nanocomposite as a Heterogeneous Green Catalyst for Synthesis of Indole-Substituted 4H-Chromenes
    Bahuguna, Ashish
    Choudhary, Priyanka
    Chhabra, Tripti
    Krishnan, Venkata
    [J]. ACS OMEGA, 2018, 3 (09): : 12163 - 12178
  • [4] Synthesis of novel substituted 4H-chromenes and their antioxidant screening
    Abdelgawad, Mohamed A.
    Elshemy, Heba A. H.
    Abdellatif, Khaled R. A.
    Omar, Hany A.
    [J]. Journal of Chemical and Pharmaceutical Research, 2013, 5 (01) : 387 - 394
  • [5] A facile approach for the synthesis of novel substituted 4H-chromenes and condensation reactions of 4H-chromenes leading to chromenopyrrolones and triazolylchromenopyrrolones
    Saidachary, Gannerla
    Prasad, Kasagani Veera
    Sairam, Mudulkar
    Raju, Bhimapaka China
    [J]. TETRAHEDRON LETTERS, 2014, 55 (34) : 4753 - 4757
  • [6] A CONVENIENT SYNTHESIS OF 4H-CHROMENES
    ROUDIER, JF
    FOUCAUD, A
    [J]. SYNTHESIS-STUTTGART, 1984, (02): : 159 - 160
  • [7] New substituted 4H-chromenes as antiglioma agents
    Patil, Shivaputra A.
    Jones, Terreia S.
    Hosni-Ahmed, Amira
    Wang, Jin
    Patil, Renukadevi
    Li, Wei
    Miller, Duane D.
    [J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2012, 244
  • [8] 5-sulfosalicylic acid as an efficient organocatalyst for environmentally benign synthesis of 2-substituted benzimidazoles
    Bhenki, Chandrakant
    Karhale, Shrikrishna
    Helavi, Vasant
    [J]. IRANIAN JOURNAL OF CATALYSIS, 2016, 6 (05): : 409 - 413
  • [9] New substituted 4H-chromenes as anticancer agents
    Patil, Shivaputra A.
    Wang, Jin
    Li, Xiaochen S.
    Chen, Jianjun
    Jones, Terreia S.
    Hosni-Ahmed, Amira
    Patil, Renukadevi
    Seibel, William L.
    Li, Wei
    Miller, Duane D.
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2012, 22 (13) : 4458 - 4461
  • [10] Polyalkoxy Substituted 4H-Chromenes: Synthesis by Domino Reaction and Anticancer Activity
    Shestopalov, Anatoliy M.
    Litvinov, Yuri M.
    Rodinovskaya, Lyudmila A.
    Malyshev, Oleg R.
    Semenova, Marina N.
    Semenov, Victor V.
    [J]. ACS COMBINATORIAL SCIENCE, 2012, 14 (08) : 484 - 490