Iron-Catalyzed Regioselective Alkoxycarbonylation of Imidazoheterocycles with Carbazates

被引:78
|
作者
Gao, Yongyuan [1 ]
Lu, Weiye [1 ]
Liu, Ping [1 ]
Sun, Peipei [1 ]
机构
[1] Nanjing Normal Univ, Jiangsu Collaborat Innovat Ctr Biomed Funct Mat, Jiangsu Prov Key Lab Mat Cycle Proc & Pollut Cont, Coll Chem & Mat Sci, Nanjing 210023, Jiangsu, Peoples R China
来源
JOURNAL OF ORGANIC CHEMISTRY | 2016年 / 81卷 / 06期
基金
中国国家自然科学基金;
关键词
METAL-FREE; OXIDATIVE ALKOXYCARBONYLATION; CARBONYLATION REACTIONS; DIRECT ARYLATION; ALKENES; C-3; ARYLALKOXYCARBONYLATION; 2-ISOCYANOBIPHENYLS; PHENANTHRIDINES; THIOCYANATION;
D O I
10.1021/acs.joc.6b00046
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A regioselective alkoxycarbonylation of imidazoheterocycles using carbazates as ester group sources in DMSO was developed, in which an inexpensive FeCl2 center dot 4H(2)O was used as the catalyst and (NH4)(2)S2O8 was the oxidant. The reaction proceeded smoothly under an air atmosphere to give the 3-alkoxycarbonylated products in moderate to good yields.
引用
收藏
页码:2482 / 2487
页数:6
相关论文
共 50 条
  • [31] Iron-Catalyzed, Atom-Economical, Chemo- and Regioselective Alkene Hydroboration with Pinacolborane
    Zhang, Lei
    Peng, Dongjie
    Leng, Xuebing
    Huang, Zheng
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (13) : 3676 - 3680
  • [32] Iron-Catalyzed Arene Prenylation
    Villani-Gale, Alexander J.
    Eichman, Chad C.
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2016, 2016 (17) : 2925 - 2928
  • [33] Iron-catalyzed synthesis of cinnarizine
    Shakhmaev, R. N.
    Sunagatullina, A. Sh
    Zorin, V. V.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2015, 51 (01) : 95 - 97
  • [34] Iron-Catalyzed Hydromagnesiation of Olefins
    Greenhalgh, Mark D.
    Thomas, Stephen P.
    SYNLETT, 2013, 24 (05) : 531 - 534
  • [35] Iron-Catalyzed Isomerizations of Olefins
    Mayer, Matthias
    Welther, Alice
    Jacobi von Wangelin, Axel
    CHEMCATCHEM, 2011, 3 (10) : 1567 - 1571
  • [36] IRON-CATALYZED ALLYLIC ALKYLATION
    LADOULIS, SJ
    NICHOLAS, KM
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1985, 285 (1-3) : C13 - C16
  • [37] Iron-catalyzed synthesis of cinnarizine
    R. N. Shakhmaev
    A. Sh. Sunagatullina
    V. V. Zorin
    Russian Journal of Organic Chemistry, 2015, 51 : 95 - 97
  • [38] Iron-Catalyzed Hydroboration of Vinylcyclopropanes
    Chen, Chenhui
    Shen, Xuzhong
    Chen, Jianhui
    Hong, Xin
    Lu, Zhan
    ORGANIC LETTERS, 2017, 19 (19) : 5422 - 5425
  • [39] Iron-Catalyzed Synthesis of Sarmentine
    R. N. Shakhmaev
    M. G. Ignatishina
    V. V. Zorin
    Russian Journal of Organic Chemistry, 2021, 57 : 1002 - 1005
  • [40] Iron-catalyzed synthesis of heterocycles
    Majumdar, Krishna C.
    De, Nirupam
    Ghosh, Tapas
    Roy, Brindaban
    TETRAHEDRON, 2014, 70 (33) : 4827 - 4868