One-pot four-component reaction for convenient synthesis of functionalized 1-benzamidospiro[indoline-3,4′-pyridines]

被引：8
作者：
Wang, Chao [1 ]
Jiang, Yan-Hong [1 ]
Yan, Chao-Guo [1 ]
机构：
[1] Yangzhou Univ, Coll Chem & Chem Engn, Yangzhou 225002, Peoples R China
来源：
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2014年 / 10卷
基金：
中国国家自然科学基金;
关键词：
acetylenedicarboxylate; benzohydrazide; 1,4-dihydropyridine; multicomponent reaction; one-pot reaction; spiro[indoline-3,4'-pyridine; 1,4-DIPOLAR CYCLOADDITIONS; MULTICOMPONENT REACTIONS; FACILE SYNTHESIS; CONSTRUCTION; ARYLAMINES; STRATEGIES; ISATINS; SPIROOXINDOLES;
D O I：
10.3762/bjoc.10.281
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The one-pot four-component reaction of benzohydrazide (2-picolinohydrazide), acetylenedicarboxylate, isatins and malononitrile (ethyl cyanoacetate) with triethylamine as base catalyst afforded functionalized 1-benzamidospiro[indoline-3,4'-pyridines] in good yields. H-1 NMR spectra indicated that an equilibrium of cis/trans-conformations exist in the obtained products.
引用
收藏
页码：2671 / 2676
页数：6
相关论文
共 50 条
  • [41] One-pot synthesis of tetracyclic fused imidazo[1,2-a]pyridines via a three-component reaction
    Yang, Bo
    Tao, Chuanye
    Shao, Taofeng
    Gong, Jianxian
    Che, Chao
    BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2016, 12 : 1487 - 1492
  • [42] Concise Synthesis of Trifluoromethylated Spiro [indoline-3,4′-pyrazolo [3,4-b]pyridine] Derivatives via One-pot MCRs
    Li, Zeyu
    Liu, Ying
    Zhang, Yiping
    Duan, Wenwen
    Wang, Yifan
    Zhang, Min
    Deng, Hongmei
    Song, Liping
    JOURNAL OF FLUORINE CHEMISTRY, 2021, 247
  • [43] Synthesis of dialkyl 5-(aryl)-1-phenyl-1H-prazole-3,4-dicarboxylates via a one-pot and four-component reaction
    Alizadeh, Abdolali
    Firuzyar, Tahereh
    Zhu, Log-Guan
    TETRAHEDRON, 2010, 66 (52) : 9835 - 9839
  • [44] One-pot synthesis of 4,5-dihydro-1H-pyrrol-3-carboxamide derivatives via a four-component reaction
    Alizadeh, Abdolah
    Rezvanian, Atieh
    Zhu, Long-Guan
    TETRAHEDRON, 2008, 64 (02) : 351 - 355
  • [45] One-pot four-component synthesis of 4-hydrazinothiazoles: novel scaffolds for drug discovery
    Titus, Sarah
    Sreejalekshmi, Kumaran G.
    TETRAHEDRON LETTERS, 2014, 55 (40) : 5465 - 5467
  • [46] Copper-catalyzed click synthesis of functionalized 1,2,3-triazoles with 3,4-dihydropyrimidinone or amide group via a one-pot four-component reaction
    Quan, Zheng-Jun
    Xu, Qiong
    Zhang, Zhang
    Da, Yu-Xia
    Wang, Xi-Cun
    TETRAHEDRON, 2013, 69 (02) : 881 - 887
  • [47] Catalyst-free Synthesis of Tetrahydroacenaphtho[1,2-b]indolone Derivatives via One-pot Four-component Reaction
    Bayat, Mohammad
    Amiri, Zeinab
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2018, 55 (06) : 1346 - 1351
  • [48] A synthesis of spirofuran-indenoquinoxalines via isocyanid-based one-pot four-component reaction
    Sabouri, Nahid
    Mandavinia, Gholatn Hossein
    Notash, Behrouz
    CHINESE CHEMICAL LETTERS, 2016, 27 (07) : 1040 - 1043
  • [49] Four-component one-pot synthesis of novel dicyanoaniline-anchored triazoles
    Mojtahedi, Mohammad M.
    Azhari, Saeede
    Abaee, M. Saeed
    CANADIAN JOURNAL OF CHEMISTRY, 2022, : 561 - 567
  • [50] Three Complementary One-Pot Four-Component Reaction Sequences for Rapid, General and Direct Spiropyran Synthesis
    Hughes-Whiffing, Christopher A. A.
    Perry, Alexis
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2023, 26 (02)
12345