Diastereoselective synthesis and structure of spirooxindole derivatives

被引:21
|
作者
Risitano, F
Grassi, G
Foti, F
Bruno, G
Rotondo, A
机构
[1] Univ Messina, Dipartimento Chim Organ & Biol, I-98166 Messina, Italy
[2] Univ Messina, Dipartimento CHim Inorgan Analit & Struttura Mol, I-98166 Messina, Italy
关键词
D O I
10.3987/COM-02-9694
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Spiroindolinonisoxazolines (4 and 5h) are prepared from (E)-1 or (Z)-3-arylidene-2-oxindoles (2) by nitrile oxide cycloaddition reactions. Only one regioisomer is detected in all cases, and the observed complete diastereoselection is established by unambigous structural assignments.
引用
收藏
页码:857 / 863
页数:7
相关论文
共 50 条
  • [1] Diastereoselective synthesis of spirooxindole derivatives via biocatalytic domino reaction
    Liang, Yi-Ru
    Chen, Xiao-Yang
    Wu, Qi
    Lin, Xian-Fu
    [J]. TETRAHEDRON, 2015, 71 (04) : 616 - 621
  • [2] Bronsted or Lewis Acid Initiated Multicomponent Cascade Reaction: Diastereoselective Synthesis of Imidazolidinyl Spirooxindole Derivatives
    Zhang, Jun-Qi
    Qi, Zheng-Hang
    Yin, Shao-Jie
    Li, Hai-Yan
    Wang, Yong
    Wang, Xing-Wang
    [J]. CHEMCATCHEM, 2016, 8 (17) : 2797 - 2807
  • [3] Double [3+2] cycloadditions for diastereoselective synthesis of spirooxindole pyrrolizidines
    Zhang, Xiaofeng
    Ma, Xiaoming
    Qiu, Weiqi
    Awad, JohnMark
    Zhang, Wei
    [J]. GREEN PROCESSING AND SYNTHESIS, 2022, 11 (01) : 1128 - 1135
  • [4] DIASTEREOSELECTIVE SYNTHESIS OF NITROALDOL DERIVATIVES
    SEEBACH, D
    BECK, AK
    MUKHOPADHYAY, T
    THOMAS, E
    [J]. HELVETICA CHIMICA ACTA, 1982, 65 (04) : 1101 - 1133
  • [5] Convenient Synthesis of Spirooxindole-Fused Pyrazolopyridine Derivatives
    Li, Chunmei
    Zhang, Furen
    [J]. CHEMISTRYSELECT, 2018, 3 (06): : 1815 - 1819
  • [6] Three-component stereoselective synthesis of spirooxindole derivatives
    Yu, Fuchao
    Huang, Rong
    Ni, Hangchen
    Fan, Juan
    Yan, Shengjiao
    Lin, Jun
    [J]. GREEN CHEMISTRY, 2013, 15 (02) : 453 - 462
  • [7] Synthesis and antifungal activities of novel polyheterocyclic spirooxindole derivatives
    Wu, Jia-Shou
    Zhang, Xue
    Zhang, Ying-Lao
    Xie, Jian-Wu
    [J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2015, 13 (17) : 4967 - 4975
  • [8] Recent investigations in the synthesis of spirooxindole derivatives by Iranian researchers
    Leila Youseftabar-Miri
    Hamide Hosseinjani-Pirdehi
    Ahmad Akrami
    Sara Hallajian
    [J]. Journal of the Iranian Chemical Society, 2020, 17 : 2179 - 2231
  • [9] Stereoselective Synthesis of Multifunctional Spirooxindole-Dihydrofuran Derivatives
    Azimi, Razieh
    Baharfar, Robabeh
    Bagheri, Hashem
    [J]. POLYCYCLIC AROMATIC COMPOUNDS, 2022, 42 (08) : 5272 - 5281
  • [10] Recent investigations in the synthesis of spirooxindole derivatives by Iranian researchers
    Youseftabar-Miri, Leila
    Hosseinjani-Pirdehi, Hamide
    Akrami, Ahmad
    Hallajian, Sara
    [J]. JOURNAL OF THE IRANIAN CHEMICAL SOCIETY, 2020, 17 (09) : 2179 - 2231