Three-Component One-Pot Synthesis of Highly Functionalized Bis-Indole Derivatives

被引:16
|
作者
Chen, Xue-Bing [1 ]
Xiong, Sheng-Li [1 ]
Xie, Zhi-Xu [1 ]
Wang, Yong-Chao [2 ]
Liu, Wei [1 ]
机构
[1] Honghe Univ, Sch Sci, Mengzi 661100, Yunnan, Peoples R China
[2] Yunnan Normal Univ, Sch Vocat & Tech Educ, Kunming 650092, Yunnan, Peoples R China
来源
ACS OMEGA | 2019年 / 4卷 / 07期
关键词
MULTIPLE C-C; FACILE SYNTHESIS; EFFICIENT CONSTRUCTION; SELECTIVE INHIBITORS; CONVERGENT SYNTHESIS; DOMINO REACTIONS; CASCADE REACTION; MULTICOMPONENT; ALKALOIDS; ENAMINONES;
D O I
10.1021/acsomega.9b01159
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In this study, we detail the development of a concise and efficient three-component protocol for the regioselective synthesis of highly functionalized bis-indoles through a one-pot, two-step sequential process starting from enaminones 1, indoles 2, and acenaphthylene-1,2-dione 3 that is catalyzed by piperidine and p-methyl benzenesulfonic acid. This protocol has several advantages including simplicity of experimental operation, high efficiency of bond formation, ready availability and low cost of starting materials, environmentally benign conditions, and target molecular diversity.
引用
收藏
页码:11832 / 11837
页数:6
相关论文
共 50 条
  • [31] Enantioselective one-pot three-component synthesis of propargylamines
    Bisai, Alakesh
    Singh, Vinod K.
    ORGANIC LETTERS, 2006, 8 (11) : 2405 - 2408
  • [32] One-Pot Three-Component Synthesis of Polysubstituted Tetrahydroindoles
    Nataliia V. Chechina
    Nadezhda N. Kolos
    Irina V. Omelchenko
    Chemistry of Heterocyclic Compounds, 2019, 55 : 1190 - 1196
  • [33] One-pot three-component synthesis of novel spiroindenoquinoxalines
    Feiran Chen
    Jia Zheng
    Mingming Huang
    Yiqun Li
    Research on Chemical Intermediates, 2015, 41 : 5545 - 5554
  • [34] One-Pot Three-Component Synthesis of Polysubstituted Tetrahydroindoles
    Chechina, Nataliia, V
    Kolos, Nadezhda N.
    Omelchenko, Irina, V
    CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2019, 55 (12) : 1190 - 1196
  • [35] One-pot and three-component synthesis of α-benzylamino pyrones
    Sanchooli, Jilla
    Hassanabadi, Alireza
    JOURNAL OF CHEMICAL RESEARCH, 2017, (01) : 42 - 44
  • [36] One-pot three-component synthesis of novel spiroindenoquinoxalines
    Chen, Feiran
    Zheng, Jia
    Huang, Mingming
    Li, Yiqun
    RESEARCH ON CHEMICAL INTERMEDIATES, 2015, 41 (08) : 5545 - 5554
  • [37] One-Pot, Three-Component Arylalkynyl Sulfone Synthesis
    Chen, C. Chun
    Waser, Jerome
    ORGANIC LETTERS, 2015, 17 (03) : 736 - 739
  • [38] Efficient synthesis of functionalized dithiocarbamate derivatives through one-pot three-component reaction and evaluation of their antimicrobial activities
    Elmira Ghabraie
    Hamid Moghimi
    Saeed Balalaie
    Morteza Bararjanian
    Frank Rominger
    Hamid Reza Bijanzadeh
    Journal of the Iranian Chemical Society, 2013, 10 : 725 - 732
  • [39] Efficient synthesis of functionalized dithiocarbamate derivatives through one-pot three-component reaction and evaluation of their antimicrobial activities
    Ghabraie, Elmira
    Moghimi, Hamid
    Balalaie, Saeed
    Bararjanian, Morteza
    Rominger, Frank
    Bijanzadeh, Hamid Reza
    JOURNAL OF THE IRANIAN CHEMICAL SOCIETY, 2013, 10 (04) : 725 - 732
  • [40] One-pot three-component synthesis of functionalized spirooxindoles in gluconic acid aqueous solution
    Guo, Rui-Yun
    Wang, Ping
    Wang, Guo-Dong
    Mo, Li-Ping
    Zhang, Zhan-Hui
    TETRAHEDRON, 2013, 69 (08) : 2056 - 2061