ZnO Nanorod: An Efficient Reusable Catalyst for One-pot Multicomponent C-C Bond Formation Reactions Involving Isatins

被引:0
|
作者
Gotgi, Nandini M. [1 ]
Singh, Rajkumar Jaman [1 ]
Giri, Arnab Kanti [2 ]
Panda, Asit Baran [3 ,4 ]
Ghosh, Debashis [1 ]
机构
[1] St Josephs Univ, Dept Chem, 36 Lalbagh Rd, Bengaluru 560027, Karnataka, India
[2] CSIR Cent Salt & Marine Chem Res Inst CSIR CSMCRI, Inorgan Mat & Catalysis Div, GB Marg, Bhavnagar 364021, Gujarat, India
[3] Natl Met Lab CSIR NML, Adv Mat & Proc Div, Funct Mat Grp, Jamshedpur 831007, Jharkhand, India
[4] Acad Sci & Innovat Res AcSIR, Ghaziabad 201002, India
关键词
Allylation; Conjugate addition reaction; Knoevenagel-allylation reactions; Isatin; ZnO nanorod; TOSYLATED-AMINO-ACIDS; NATURAL-PRODUCTS; 3,3'-DISUBSTITUTED OXINDOLES; ENANTIOSELECTIVE ALLYLATION; NANOPARTICLES; KNOEVENAGEL; DERIVATIVES; HYDROGENATION; CO2; ORGANOCATALYSTS;
D O I
10.1002/ajoc.202400236
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In the present study we have disclosed here that ZnO nanorod (ZnO-NR) can effectively be used as a catalyst for various C-C bond formation reactions, i. e. allylation, as well as one-pot three components conjugate addition and Knoevenagel-allylation of isatins. The corresponding products were obtained with good to excellent yields under solvent-free conditions in most cases at RT. The catalyst was successfully recycled for up to five cycles for allylation reaction and one pot three components Knoevenagel-allylation reaction of isatin. X-ray diffraction (XRD), scanning electron microscopy (SEM), and transmission electron microscopy (TEM) were used to characterize the structure and morphology of the catalyst. The present study demonstrated the catalytic efficacy of ZnO nanorod for allylation reaction, one-pot three-component conjugate addition, and Knoevenagel -allylation of isatins under ambient conditions. image
引用
收藏
页数:8
相关论文
共 50 条
  • [41] C-C bond formation reactions with SmI2
    Matsuda, F
    JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 2001, 59 (02) : 92 - 100
  • [42] Benzaldehyde lyase catalyzed cross benzoin condensation reactions with C-C bond breaking and C-C bond formation
    Bilir, Gokcil
    Demir, Ayhan S.
    NEW BIOTECHNOLOGY, 2012, 29 : S86 - S86
  • [43] A versatile ruthenium catalyst for C-C bond formation by C-H bond activation
    Martinez, Remi
    Chevalier, Reynald
    Darses, Sylvain
    Genet, Jean-Pierre
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (48) : 8232 - 8235
  • [44] A facile one pot C-C and C-N bond formation for the synthesis of spiro-benzodiazepines and their cytotoxicity
    Nagaraju, Burri
    Kovvuri, Jeshma
    Babu, K. Suresh
    Adiyala, Praveen Reddy
    Nayak, V. Lakshma
    Alarifi, Abdullah
    Kamal, Ahmed
    TETRAHEDRON, 2017, 73 (49) : 6969 - 6976
  • [45] ZnO Nanoparticles as an Efficient Catalyst for the One-Pot Synthesis of α-Amino Phosphonates
    Kassaee, Mohammad Zaman
    Movahedi, Farnaz
    Masrouri, Hassan
    SYNLETT, 2009, (08) : 1326 - 1330
  • [46] One-pot solvent-free synthesis of quinolines by C-H activation/C-C Bond formation catalyzed by recyclable iron(III) triflate
    Yao, Changsheng
    Qin, Bingbin
    Zhang, Honghong
    Lu, Jun
    Wang, Donglin
    Tu, Shujiang
    RSC ADVANCES, 2012, 2 (09): : 3759 - 3764
  • [47] One-pot C-N/C-C bond formation and oxidation of donor-acceptor cyclopropanes with tetrahydroisoquinolines: access to benzo-fused indolizines
    Karjee, Pallab
    Debnath, Bijoy
    Mandal, Santu
    Saha, Sharajit
    Punniyamurthy, Tharmalingam
    CHEMICAL COMMUNICATIONS, 2024, 60 (30) : 4068 - 4071
  • [48] Exploration of Molybdenum(V) chloride as a Lewis acid catalyst in various C-C bond formation reactions
    Reddy, Chada R.
    Rao, Nagavaram N.
    Sudhakar, Ambadi
    LETTERS IN ORGANIC CHEMISTRY, 2008, 5 (06) : 473 - 477
  • [49] Stable tetranuclear copper cage as efficient heterogeneous catalyst for C-C and C-N bond forming reactions
    Xiong, Peng
    Zhang, Tong -Wei
    Li, Shi-Ming
    -Liang, Guang-Ming
    Gui, Liu-Cheng
    Wang, Xiu-Jian
    JOURNAL OF MOLECULAR STRUCTURE, 2023, 1288
  • [50] DMSO/I2 mediated C-C bond cleavage of α-ketoaldehydes followed by C-O bond formation: a metal-free approach for one-pot esterification
    Venkateswarlu, Vunnam
    Kumar, K. A. Aravinda
    Gupta, Sorav
    Singh, Deepika
    Vishwakarma, Ram A.
    Sawant, Sanghapal D.
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2015, 13 (29) : 7973 - 7978