Theophylline Hydrogen Sulfate: A green and efficient catalyst for synthesis of 3,3-bis(1H-indol-3-yl)indolin-2-one derivatives

被引:6
|
作者
Pund, Ganesh B. [1 ]
Wahul, Diksha B. [2 ]
Deshmukh, Tejshri R. [3 ]
Dhumal, Sambhaji T. [4 ]
Mandave, Krishna R. [5 ]
Gaware, Sujeet A. [6 ]
Farooqui, Mazahar [5 ]
Dobhal, Bhagwansing S. [7 ]
Hebade, Madhav J. [7 ,8 ]
机构
[1] Dr Rafiq Zakariya Coll Women, Dept Chem, Aurangabad, India
[2] MSSS Arts Sci & Commerce Coll Ambad, Dept Chem, Ambad, India
[3] Dr Babasaheb Ambedkar Marathwada Univ, Dept Chem, Aurangabad, India
[4] Ramkrishna Paramhansa Mahavidyalaya, Dept Chem, Osmanabad, India
[5] Maulana Azad Coll Arts Sci & Commerce, Dept Chem, Aurangabad, India
[6] IIT Kharagpur Extens Ctr, Inst Chem Technol Indian Oil Odisha, Dept Chem, Bhubaneswar, India
[7] Badrinarayan Barwale Mahavidyalaya, Dept Chem, Jalna, India
[8] Badrinarayan Barwale Mahavidyalaya, Dept Chem, Jalna 431213, India
关键词
3; 3-Bis(1H-indol-3-yl)indolin-2-one; eco-friendly; indole; isatin; Theophylline Hydrogen Sulfate; IN-VITRO EVALUATION; ONE-POT SYNTHESIS; FACILE SYNTHESIS; ACID; INDOLES; ISATIN; 3,3'-DIINDOLYLMETHANE; CONDENSATION; MOIETY;
D O I
10.1080/00397911.2023.2205594
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new green protocol for the synthesis of 3,3-bis(1H-indol-3-yl)indolin-2-one derivatives by reacting isatin with indole in the presence of Theophylline Hydrogen Sulfate as a new solid acid, a highly effective and reusable catalyst. This reaction was carried out by using aqueous ethanol as a solvent system at room temperature with constant stirring. A highly effective solid acid catalyst, short reaction time, better to excellent yields of the products, safe and environmentally benign reaction conditions are some of the benefits of the present synthetic method.
引用
收藏
页码:1008 / 1019
页数:12
相关论文
共 50 条
  • [31] 2′-[(5-chloro-1H-indol-3-yl)methylene]2-(1H-indol-3-yl)acetohydrazide
    Ali, Hapipah M.
    Shimar, Jamaludin Nazzatush
    Jefrey, Basirun Wan
    Ng, Seik Weng
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2007, 63 : O1807 - O1808
  • [32] Propyl 2-(1H-indol-3-yl)acetate
    Tang, Guo-Min
    Xu, Wei
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2013, 69 : O1686 - +
  • [33] Efficient and eco-friendly process for the synthesis of bis(1H-indol-3-yl)methanes using ionic liquids
    Yadav, JS
    Reddy, BVS
    Sunitha, S
    ADVANCED SYNTHESIS & CATALYSIS, 2003, 345 (03) : 349 - 352
  • [34] The effect of hydrogen bonding on the conformations of 2-(1H-indol-3-yl)-2-oxoacetamide and 2-(1H-indol-3-yl)-N,N-dimethyl-2-oxoacetamide
    Sonar, Vijayakumar N.
    Parkin, Sean
    Crooks, Peter A.
    ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY, 2012, 68 : O405 - U226
  • [35] Synthesis and study of cytotoxic activity of novel 3,3-bis(indol-3-yl)-1,3-dihydroindol-2-ones
    Sergey N. Lavrenov
    Olga P. Bychkova
    Lyubov G. Dezhenkova
    Arthur S. Mkrtchyan
    Victor V. Tatarskiy
    Elena A. Tsvigun
    Alexey S. Trenin
    Chemistry of Heterocyclic Compounds, 2020, 56 : 741 - 746
  • [36] Novel One-Pot Access to 3,3-bis(3-hydroxy-5-substituted-1H-pyrazol-4-yl)indolin-2-ones
    Lin, Yan
    Fu, Zhijie
    Jin, Zhimin
    Song, Qingbao
    Shen, Tianhua
    JOURNAL OF THE CHEMICAL SOCIETY OF PAKISTAN, 2016, 38 (05): : 914 - 920
  • [37] Synthesis and study of cytotoxic activity of novel 3,3-bis(indol-3-yl)-1,3-dihydroindol-2-ones
    Lavrenov, Sergey N.
    Bychkova, Olga P.
    Dezhenkova, Lyubov G.
    Mkrtchyan, Arthur S.
    Tatarskiy, Victor V.
    Tsvigun, Elena A.
    Treni, Alexey S.
    CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2020, 56 (06) : 741 - 746
  • [38] Novel N-Substituted ((1H-indol-3-yl)methylene)benzohydrazides and ((1H-indol-3-yl)methylene)-2-phenylhydrazines: Synthesis and Antiplatelet Aggregation Activity
    Kalhor, Nadia
    Mardani, Matin
    Abdollahzadeh, Sepideh
    Vakof, Mona
    Zadeh, Marjan Esfahani
    Tehrani, Kamaleddin Haj Mohammad Ebrahim
    Kobarfard, Farzad
    Mohebbi, Shohreh
    BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2015, 36 (11) : 2632 - 2639
  • [39] Synthesis and evaluation of 1-(1H-indol-3-yl)ethanamine derivatives as new antibacterial agents
    Burchak, Olga N.
    Le Pihive, Emmanuelle
    Maigre, Laure
    Guinchard, Xavier
    Bouhours, Pascale
    Jolivalt, Claude
    Schneider, Dominique
    Maurin, Max
    Giglione, Carmela
    Meinnel, Thierry
    Paris, Jean-Marc
    Denis, Jean-Noel
    BIOORGANIC & MEDICINAL CHEMISTRY, 2011, 19 (10) : 3204 - 3215
  • [40] Synthesis, and antimicrobial activity of some novel 1, 2, 3-triazol-4-yl conjugated indolin-2-one derivatives
    Shahjahan, S.
    Fatima, Narjis
    Farveen, Md.
    Shaik, Ayub
    Ayodhya, Dasari
    Kamal, Ahmed
    JOURNAL OF THE IRANIAN CHEMICAL SOCIETY, 2025,