A Transition-Metal-Free Synthesis of Multisubstituted Imidazoles

被引:10
|
作者
Wu, Ping [1 ]
Zhang, Lutao [1 ]
Zhang, Xueguo [1 ]
Guo, Xin [1 ]
Chen, Baohua [1 ,2 ]
机构
[1] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Gansu, Peoples R China
[2] Key Lab Nonferrous Met Chem & Resources Utilizat, Lanzhou 730000, Gansu, Peoples R China
基金
中国国家自然科学基金;
关键词
multisubstituted imidazoles; cyclization; benzamidine; N-tosyl-hydrazone; heterocycles; ONE-POT SYNTHESIS; CATALYZED DIRECT CYANATION; N-TOSYLHYDRAZONES; TERMINAL ALKYNES; ANTITUMOR EVALUATION; AMIDINES SYNTHESIS; BOND FORMATION; C-N; DERIVATIVES; ALKENES;
D O I
10.1002/cjoc.201500759
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A novel and simple t-BuOLi/I-2-mediated synthesis of 1,2,4-trisubstituted imidazoles was developed without transition-metal added. The transition-metal-free strategy tolerated a range of substrates and provided products in moderate to good yields with 100% regioselectivity.
引用
收藏
页码:363 / 367
页数:5
相关论文
共 50 条
  • [31] Transition-Metal-Free Synthesis of Borylated Thiophenes via Formal Thioboration
    Abed, Hassen Bel
    Blum, Suzanne A.
    ORGANIC LETTERS, 2018, 20 (21) : 6673 - 6677
  • [32] Transition-Metal-Free Total Synthesis and Revision of the Absolute Configuration of Pipermethystine
    Vazquez-Amaya, Laura Y.
    Quintero, Leticia
    Rodriguez-Molina, Braulio
    Sartillo-Piscil, Fernando
    JOURNAL OF ORGANIC CHEMISTRY, 2020, 85 (05): : 3949 - 3953
  • [33] Transition-metal-free synthesis of alternating thiophene-perfluoroarene copolymers
    Wang, Yongfeng
    Watson, Mark D.
    Journal of the American Chemical Society, 2006, 128 (08): : 2536 - 2537
  • [34] Transition-Metal-Free Oxyfluorination of Olefinic Amides for the Synthesis of Fluorinated Heterocycles
    Zhao, Jing-Feng
    Duan, Xin-Hua
    Yang, Hua
    Guo, Li-Na
    JOURNAL OF ORGANIC CHEMISTRY, 2015, 80 (21): : 11149 - 11155
  • [35] One-Pot Transition-Metal-Free Synthesis of Alkynyl Amides
    Wu, Yu
    Satiro, Barbara G.
    Mao, Jianyou
    Walsh, Patrick J.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2025, 64 (03)
  • [36] Transition-Metal-Free Synthesis of 1,2-Disubstituted Indoles
    Chesnokov, Gleb A.
    Ageshina, Alexandra A.
    Topchiy, Maxim A.
    Nechaev, Mikhail S.
    Asachenko, Andrey F.
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2019, 2019 (30) : 4844 - 4854
  • [37] A Novel Method for the Synthesis Triarylphosphines under Transition-Metal-Free Conditions
    Yin, Qing
    Yu, Xiaoqiang
    Bao, Ming
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2019, 39 (10) : 2930 - 2935
  • [38] Transition-Metal-Free Synthesis of Thiosulfonates through Radical Coupling Reaction
    Zhou, Guodong
    Xu, Xu-Dong
    Chen, Gan-Ping
    Wei, Wen-Ting
    Guo, Zhiyong
    SYNLETT, 2018, 29 (15) : 2076 - 2080
  • [39] Transition-Metal-Free Direct Arylation of Anilines
    Pirali, Tracey
    Zhang, Fengzhi
    Miller, Anna H.
    Head, Jenna L.
    McAusland, Donald
    Greaney, Michael F.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2012, 51 (04) : 1006 - 1009
  • [40] Transition-Metal-Free Defluorosilylation of Fluoroalkenes with Silylboronates
    Gao, Pan
    Wang, Guoqiang
    Xi, Longlong
    Wang, Minyan
    Li, Shuhua
    Shi, Zhuangzhi
    CHINESE JOURNAL OF CHEMISTRY, 2019, 37 (10) : 1009 - 1014