A highly regioselective synthesis of functionalized furo[3,2-a]acridine derivatives via a three-component reaction

被引：2
|
作者：
Zhang, Yan [1 ]
Xu, Jing [1 ]
Zhang, Mei-Mei [1 ]
Wang, Xiang-Shan [1 ]
机构：
[1] Jiangsu Normal Univ, Jiangsu Key Lab Green Synth Funct Mat, Sch Chem & Chem Engn, Xuzhou 221116, Jiangsu, Peoples R China
来源：
RESEARCH ON CHEMICAL INTERMEDIATES | 2015年 / 41卷 / 12期
关键词：
Furoacridine; Three-component reaction; Catalyst-free; Regioselectivity; ONE-POT SYNTHESIS; ANTITUMOR-ACTIVITY; 4-OXO-4,5,6,7-TETRAHYDROBENZOFURANS; FUROACRIDINES; HETEROCYCLES; INHIBITORS; EFFICIENT; FACILE; ARREST;
D O I：
10.1007/s11164-015-1998-1
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A three-component reaction of benzaldehyde, methyl 5-aminobenzofuran-2-carboxylate, and cyclohexane-1,3-dione in refluxing EtOH under catalyst-free conditions regioselectively gave furo[3,2-a]acridine rather than furo[3,2-b]acridine derivatives. This new procedure has the advantages of one-pot reaction, catalyst-free nature, high yield, and high regioselectivity.
引用
收藏
页码：9917 / 9927
页数：11
相关论文
共 50 条
  • [1] A highly regioselective synthesis of functionalized furo[3,2-a]acridine derivatives via a three-component reaction
    Yan Zhang
    Jing Xu
    Mei-Mei Zhang
    Xiang-Shan Wang
    Research on Chemical Intermediates, 2015, 41 : 9917 - 9927
  • [2] Convenient Synthesis of Highly Functionalized α-Cyanothiophene Derivatives via Three-component Reaction
    Gao Yu-Xiang
    Sun Jun
    Xu Xian-Xiu
    Liu Qun
    CHEMICAL JOURNAL OF CHINESE UNIVERSITIES-CHINESE, 2009, 30 (01): : 64 - 67
  • [3] Combinatorial Synthesis of Pyrrolo[3,2-f]quinoline and Pyrrolo[3,2-a]acridine Derivatives via a Three-Component Reaction under Catalyst-Free Conditions
    Zhou, Yu-Jing
    Chen, Dong-Sheng
    Li, Yu-Ling
    Liu, Yun
    Wang, Xiang-Shan
    ACS COMBINATORIAL SCIENCE, 2013, 15 (09) : 498 - 502
  • [4] Highly selective synthesis of functionalized polyhydroisoquinoline derivatives via a three-component domino reaction
    Feng, Xian
    Wang, Jian-Jun
    Xun, Zhan
    Zhang, Juan-Juan
    Huang, Zhi-Bin
    Shi, Da-Qing
    CHEMICAL COMMUNICATIONS, 2015, 51 (08) : 1528 - 1531
  • [5] An efficient regioselective synthesis of highly functionalized 3-oxo-2,3-dihydro-5H-thiazolo[3,2-a]pyrimidines via an isocyanide-based three-component reaction
    Esmaeili, Abbas Ali
    Zangouei, Mandieh
    Fakhari, Ali Reza
    Habibi, Azizollah
    TETRAHEDRON LETTERS, 2012, 53 (11) : 1351 - 1353
  • [6] Microwave-Assisted Regioselective Synthesis of 3-Functionalized Indole Derivatives via Three-Component Domino Reaction
    Lin, Wei
    Zheng, Yong-Xiang
    Xun, Zhan
    Huang, Zhi-Bin
    Shi, Da-Qing
    ACS COMBINATORIAL SCIENCE, 2017, 19 (11) : 708 - 713
  • [7] Three-component domino reaction synthesis of highly functionalized bicyclic pyrrole derivatives
    Chen, Xue-Bing
    Wang, Xiao-Ying
    Zhu, Dan-Dan
    Yan, Sheng-Jiao
    Lin, Jun
    TETRAHEDRON, 2014, 70 (05) : 1047 - 1054
  • [8] Facile synthesis of highly functionalized stable ketenimines via a three-component reaction
    Alizadch, Abdolali
    Rostamnia, Sadegh
    SYNTHESIS-STUTTGART, 2008, (01): : 57 - 60
  • [9] SIMPLE, THREE-COMPONENT, HIGHLY EFFICIENT GREEN SYNTHESIS OF THIAZOLO[3,2-a]PYRIDINE DERIVATIVES UNDER NEAT CONDITIONS
    Mekheimer, Ramadan Ahmed
    Hilmy, Noha Mohamed
    Hameed, Afaf Abdel
    Dacrory, Sawsan
    Sadek, Kamal Usef
    SYNTHETIC COMMUNICATIONS, 2011, 41 (17) : 2511 - 2516
  • [10] Synthesis of functionalized furo[3,2-c]coumarins via a one-pot oxidative pseudo three-component reaction in poly(ethylene glycol)
    Zareai, Zeinab
    Khoobi, Mehdi
    Ramazani, Ali
    Foroumadi, Alireza
    Souldozi, Ali
    Slepokura, Katarzyna
    Lis, Tadeusz
    Shafiee, Abbas
    TETRAHEDRON, 2012, 68 (33) : 6721 - 6726
12345