Monoclinic zirconia nanoparticle-catalyzed regioselective synthesis of some novel substituted spirooxindoles through one-pot multicomponent reaction in a ball mill: A step toward green and sustainable chemistry

被引:14
作者
Bajpai, Shivam [1 ]
Singh, Sundaram [1 ]
Srivastava, Vandana [1 ]
机构
[1] Indian Inst Technol BHU, Dept Chem, Varanasi 221005, Uttar Pradesh, India
关键词
Ball milling; isatin derivatives; m-ZrO2; nanoparticles; spirooxindoles; RECOVERABLE CATALYSTS; 3-COMPONENT SYNTHESIS; ORGANIC-SYNTHESIS; AQUEOUS-MEDIUM; DERIVATIVES; EFFICIENT; MICROWAVE; SUPPORT; SILICA; CARBON;
D O I
10.1080/00397911.2017.1336244
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A highly efficient, green as well as atom economical protocol for the synthesis of substituted spirooxindoles from m-ZrO2 NPs catalyzed multicomponent reaction of isatin derivatives with ethyl cyanoacetate and 1,3-dicarbonyl compounds in a ball mill has been established. Because of the simple and readily available starting materials, easy operation, and high bioactivity of substituted spirooxindoles, this strategy can be broadly applied to medicinal chemistry. The recyclability of the m-ZrO2 Nps catalyst is another emphasis of proposed methodology. [GRAPHICS]
引用
收藏
页码:1514 / 1525
页数:12
相关论文
共 57 条
  • [1] SELECTIVE ISOPENTANE FORMATION FROM CH3OH ON A NEW ONE-ATOMIC LAYER ZrO2/ZSM-5 HYBRID CATALYST
    Asakura, Kiyotaka
    Aoki, Mutsuto
    Iwasawa, Yasuhiro
    [J]. CATALYSIS LETTERS, 1988, 1 (11) : 395 - 403
  • [2] Alternative energy input: mechanochemical, microwave and ultrasound-assisted organic synthesis
    Baig, R. B. Nasir
    Varma, Rajender S.
    [J]. CHEMICAL SOCIETY REVIEWS, 2012, 41 (04) : 1559 - 1584
  • [3] Rutile phase nanoTiO2 as an effective heterogeneous catalyst for condensation reaction of isatin derivatives with 1,2-diaminobenzene under solvent free conditions: A greener "NOSE" approach
    Bajpai, Shivam
    Singh, Sundaram
    Srivastava, Vandana
    [J]. ARABIAN JOURNAL OF CHEMISTRY, 2019, 12 (07) : 1168 - 1175
  • [4] Nano zirconia catalysed one-pot synthesis of some novel substituted imidazoles under solvent-free conditions
    Bajpai, Shivam
    Singh, Sundaram
    Srivastava, Vandana
    [J]. RSC ADVANCES, 2015, 5 (36): : 28163 - 28170
  • [5] An easy and efficient protocol for the condensation reaction of isatin and N-substituted isatins with 1,2-diaminobenzene using low cost reusable clay catalyst
    Bajpai, Shivam
    Singh, Sundaram
    Srivastava, Vandana
    [J]. HETEROCYCLIC COMMUNICATIONS, 2014, 20 (01) : 37 - 39
  • [6] Organocatalytic reactions: effects of ball milling, microwave and ultrasound irradiation
    Bruckmann, Angelika
    Krebs, Anke
    Bolm, Carsten
    [J]. GREEN CHEMISTRY, 2008, 10 (11) : 1131 - 1141
  • [7] Oxalic acid dihydrate: proline as a new recyclable designer solvent: a sustainable, green avenue for the synthesis of spirooxindole
    Chandam, Dattatray R.
    Mulik, Abhijeet G.
    Patil, Dayanand R.
    Deshmukh, Madhukar B.
    [J]. RESEARCH ON CHEMICAL INTERMEDIATES, 2016, 42 (02) : 1411 - 1423
  • [8] High surface area zirconia by digestion of zirconium propoxide at different pH
    Chuah, GK
    Liu, SH
    Jaenicke, S
    Li, J
    [J]. MICROPOROUS AND MESOPOROUS MATERIALS, 2000, 39 (1-2) : 381 - 392
  • [9] ALUMINUM CLUSTERS - IONIZATION THRESHOLDS AND REACTIVITY TOWARD DEUTERIUM, WATER, OXYGEN, METHANOL, METHANE, AND CARBON-MONOXIDE
    COX, DM
    TREVOR, DJ
    WHETTEN, RL
    KALDOR, A
    [J]. JOURNAL OF PHYSICAL CHEMISTRY, 1988, 92 (02) : 421 - 429
  • [10] Ammonium salt catalyzed multicomponent transformation: simple route to functionalized spirochromenes and spiroacridines
    Dabiri, Minoo
    Bahramnejad, Mahboobeh
    Baghbanzadeh, Mostafa
    [J]. TETRAHEDRON, 2009, 65 (45) : 9443 - 9447