Regio- and diastereoselective synthesis of new dispirocyclopentanebisoxindoles using a three-component strategy

被引:4
|
作者
Moghaddam, F. Matloubi [1 ]
Aghamiri, Bagher [1 ]
Badpa, Sara [1 ]
机构
[1] Sharif Univ Technol, Dept Chem, Lab Organ Synth & Nat Prod, Azadi St,POB, 111559516, Tehran, Iran
关键词
Dispirocyclopentanebisoxindoles; Isatin derivatives; Green conditions; SPIROOXINDOLE; CONSTRUCTION; POTENT; BISPIROOXINDOLES; CYCLOADDITION; SCAFFOLD; DESIGN;
D O I
10.1016/j.tet.2023.133495
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient and facile one-pot, multi-component reaction for the regio- and diastereoselective synthesis of novel dispirocyclopentanebisoxindoles has been reported by a reaction between phenyl-2(triphenylphosphoranylidene)ethanone and isatin derivatives. The great advantages of this synthetic protocol are the minimal reaction steps, short reaction time, and operational simplicity. In consequence, a variety of new dispirocyclopentanebisoxindole derivatives with potential medicinal applications were synthesized through one-pot and multi-component reaction in high to excellent yields.& COPY; 2023 Elsevier Ltd. All rights reserved.
引用
收藏
页数:10
相关论文
共 50 条
  • [41] Three-Component Diastereoselective Synthesis of Stable 1,4-Diionic Organosulfurs
    Moafi, Leila
    Ahadi, Somayeh
    Khavasi, Hamid Reza
    Bazgir, Ayoob
    SYNTHESIS-STUTTGART, 2011, (09): : 1399 - 1402
  • [42] Regio- and Diastereoselective Synthesis of Highly Substituted, Oxygenated Piperidines from Tetrahydropyridines
    Chen, Shuming
    Mercado, Brandon Q.
    Bergman, Robert G.
    Ellman, Jonathan A.
    JOURNAL OF ORGANIC CHEMISTRY, 2015, 80 (13): : 6660 - 6668
  • [43] Rh-Catalysed hydroacyloxylation of cyclopropenes: regio- and diastereoselective synthesis of acyloxycyclopropanes
    Martinez, Angel Manu
    Dominguez, Gema
    Alonso, Ines
    Palain, Marta
    Perez-Castells, Javier
    ORGANIC CHEMISTRY FRONTIERS, 2025, 12 (02): : 561 - 568
  • [44] Regio- and Diastereoselective Synthesis of Trisubstituted Alkenes Through Hydroalkylation of Alkynyl Boronamides
    Yang, Langxuan
    Lalic, Gojko
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2024, 63 (39)
  • [45] Regio- and stereoselective synthesis of new diaminocyclopentanols
    Larin, Evgeni A.
    Kochubei, Valeri S.
    Atroshchenko, Yuri M.
    BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2014, 10 : 2513 - 2520
  • [46] Nickel-Catalyzed Highly Chemo-, Regio-, and Stereoselective Three-Component Reaction of Norbornene with Two Alkynes
    Ogata, Kenichi
    Sugasawa, Jun
    Atsuumi, Yuka
    Fukuzawa, Shin-ichi
    ORGANIC LETTERS, 2010, 12 (01) : 148 - 151
  • [47] Nickel-catalyzed highly regio- and stereoselective three-component assembly of allenes, aryl iodides, and alkenylzirconium reagents
    Wu, Ming-Si
    Rayabarapu, Dinesh Kumar
    Cheng, Chien-Hong
    Journal of the American Chemical Society, 2003, 125 (41): : 12426 - 12427
  • [48] Nickel-catalyzed highly regio- and stereoselective three-component assembly of allenes, aryl iodides, and alkenylzirconium reagents
    Wu, MS
    Rayabarapu, DK
    Cheng, CH
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (41) : 12426 - 12427
  • [49] Three-Component Regio- And Stereoselective Polymerizations toward Functional Chalcogen-Rich Polymers with AIE-Activities
    Gao, Qingqing
    Xiong, Ling-Hong
    Han, Ting
    Qiu, Zijie
    He, Xuewen
    Sung, Herman H. Y.
    Kwok, Ryan T. K.
    Williams, Ian D.
    Lam, Jacky W. Y.
    Tang, Ben Zhong
    Journal of the American Chemical Society, 2019, 141 (37): : 14712 - 14719
  • [50] Three-Component Regio- and Stereoselective Polymerizations toward Functional Chalcogen-Rich Polymers with AIE-Activities
    Gao, Qingqing
    Xiong, Ling-Hong
    Han, Ting
    Qiu, Zijie
    He, Xuewen
    Sung, Herman H. Y.
    Kwok, Ryan T. K.
    Williams, Ian D.
    Lam, Jacky W. Y.
    Tang, Ben Zhong
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2019, 141 (37) : 14712 - 14719