Catalyst-free one-pot synthesis of isoindolin-1-imine derivatives via three-component reaction

被引:7
|
作者
Shen, Sida [1 ]
Pham Van Khang [1 ]
Chen, Yijia [2 ]
Lei, Min [2 ]
Hu, Lihong [1 ,2 ]
机构
[1] E China Univ Sci & Technol, Sch Pharm, Shanghai 200237, Peoples R China
[2] Shanghai Inst Mat Med, 501 Haike Rd, Shanghai 201203, Peoples R China
基金
中国国家自然科学基金;
关键词
2-cyanobenzaldehyde; 3-methyl-1H-pyrazol-5(4H)-one; 1,3-dimethyl-1H-pyrazol-5(4H)-one; isoindolin-1-imine; multi-component reaction; 2-CYANOBENZALDEHYDE;
D O I
10.3998/ark.5550190.p007.992
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel, one-pot method has been developed for the synthesis of 4-(2-substituented-3-iminoisoindolin-1-ylidene)-1-substitueted-3-methyl-1H-pyrazol-5(4H)-one derivatives via cascade three-component condensation of 2-cyanobenzaldehyde, amine, and 3-methyl-1H-pyrazol-5(4H)-one or 1,3-dimethyl-1H-pyrazol-5(4H)-one. The efficient and convenient reaction conditions provide the corresponding products from various substrates under reflux condition in ethanol with excellent yields (85-95%).
引用
收藏
页码:413 / 423
页数:11
相关论文
共 50 条
  • [41] Efficient One-Pot Synthesis of Novell Spirooxindole Derivatives via Three-Component Reaction in Aqueous Medium
    Chen, Hui
    Shi, Daqing
    JOURNAL OF COMBINATORIAL CHEMISTRY, 2010, 12 (04): : 571 - 576
  • [42] AN EFFICIENT THREE-COMPONENT ONE-POT SYNTHESIS OF PYRIMIDOBENZIMIDAZOLE DERIVATIVES
    Kumar, Goda Pankaja
    Sekhar, Thuraka
    Thriveni, Pinnu
    Venkateswarlu, Annavarapu
    Reddy, Peduri Suresh
    HETEROCYCLIC LETTERS, 2021, 11 (02): : 231 - 236
  • [43] One-pot three-component synthesis of α-amino phosphonate derivatives
    Heydari, Akbar
    Arefi, Afsaneh
    CATALYSIS COMMUNICATIONS, 2007, 8 (07) : 1023 - 1026
  • [44] One-Pot Three-Component Synthesis of Oxazine Derivatives in Water
    Rostami-Charati, Faramarz
    Hossaini, Zinatossadat
    Gharaee, Ebrahim
    Khalilzadeh, Mohammad A.
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2013, 50 : E174 - E177
  • [45] ChCl:Urea deep eutectic solvent as a green media for one-pot, three-component catalyst-free synthesis of spiro-benzoxazole derivatives
    Asilpour, Fatemeh
    Saberi, Dariush
    Hasaninejad, Alireza
    JOURNAL OF MOLECULAR LIQUIDS, 2024, 409
  • [46] Three-component one-pot reaction for the synthesis of β-amide ketones
    Luo, Yan-Ping
    Chen, Qiong
    CHEMICAL PAPERS, 2013, 67 (05) : 532 - 537
  • [47] One-pot three-component reaction for the synthesis of α-(aminoethyl)-α,β-enones
    Bertozzi, F
    Gustafsson, M
    Olsson, R
    ORGANIC LETTERS, 2002, 4 (24) : 4333 - 4336
  • [48] A one-pot, three-component and solvent-free synthesis of 2,3-disubstituted isoindolin-1-ones
    Adib, Mehdi
    Peytam, Fariba
    Zainali, Mohsen
    Zhu, Long-Guan
    Wu, Jing
    TETRAHEDRON LETTERS, 2015, 56 (33) : 4729 - 4732
  • [49] Three-component one-pot reaction for the synthesis of β-amide ketones
    Yan-Ping Luo
    Qiong Chen
    Chemical Papers, 2013, 67 : 532 - 537
  • [50] EFFICIENT SYNTHESIS OF PURINE DERIVATIVES BY ONE-POT THREE-COMPONENT MANNICH TYPE REACTION
    Zhang, Qian
    Ma, Bai-Wei
    Huang, Yong-Zhen
    Wang, Qian-Qian
    Wang, Xing-Xing
    Qu, Gui-Rong
    Guo, Hai-Ming
    HETEROCYCLES, 2013, 87 (10) : 2081 - 2091