Palladium-catalyzed three-component reaction of N-tosyl hydrazones, isonitriles and amines leading to amidines

被引:50
|
作者
Dai, Qiang [1 ]
Jiang, Yan [1 ]
Yu, Jin-Tao [1 ]
Cheng, Jiang [1 ]
机构
[1] Changzhou Univ, Jiangsu Key Lab Adv Catalyt Mat & Technol, Sch Petrochem Engn, Jiangsu Prov Key Lab Fine Petrochem Engn, Changzhou 213164, Peoples R China
基金
中国国家自然科学基金;
关键词
EFFICIENT SYNTHESIS; GUANIDINES; INHIBITORS; CHEMISTRY; ALKYNE;
D O I
10.1039/c5cc06771e
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A palladium-catalyzed three-component reaction between N-tosyl hydrazones, aryl isonitriles and amines was developed, leading to amidines in moderate to good yields. This procedure features the rapid construction of amidine frameworks with high diversity and complexity. Ketenimines serve as intermediates, which encounter nucleophilic attack by amines to produce amidines.
引用
收藏
页码:16645 / 16647
页数:3
相关论文
共 50 条
  • [41] Synthesis of 2-dienylindole, SB 242784, by a three-component palladium-catalyzed coupling reaction
    Yu, MS
    de Leon, LL
    McGuire, MA
    Botha, G
    TETRAHEDRON LETTERS, 1998, 39 (51) : 9347 - 9350
  • [42] Synthesis of Indoles through Palladium-Catalyzed Three-Component Reaction of Aryl Iodides, Alkynes, and Diaziridinone
    Zhou, Bo
    Wu, Zhuo
    Ma, Ding
    Ji, Xiaoming
    Zhang, Yanghui
    ORGANIC LETTERS, 2018, 20 (20) : 6440 - 6443
  • [43] Ligand Free Palladium-Catalyzed Synthesis of α-Trifluoromethylacrylic Acids and Related Acrylates by Three-Component Reaction
    Xiao, Pan
    Pannecoucke, Xavier
    Bouillon, Jean-Philippe
    Couve-Bonnaire, Samuel
    ADVANCED SYNTHESIS & CATALYSIS, 2020, 362 (04) : 949 - 954
  • [44] Stereoselective Synthesis of Substituted (Z)-N-Allyl Sulfonamides via a Palladium-Catalyzed Three-Component Tandem Reaction
    Liu, Jiuyu
    Tang, Jiechun
    Chen, Jiaxu
    Ge, Tingjie
    Zhao, Xingyi
    Xu, Jundong
    Gong, Ping
    Hou, Yunlei
    JOURNAL OF ORGANIC CHEMISTRY, 2023, 88 (07): : 4162 - 4171
  • [45] Electrochemically Promoted Three-Component Reaction to N-Sulfonyl Amidines
    Zhang, Zhang
    Meng, Xiu-Jin
    Cui, Fei-Hu
    Tang, Hai-Tao
    Wang, Ying-Chun
    Huang, Guo-Bao
    Pan, Ying-Ming
    ORGANIC LETTERS, 2023, 26 (01) : 193 - 197
  • [46] Palladium-catalyzed three-component couplingPolymerization of diyne, aryl dihalide, and hydride
    Nobuyuki Miyaki
    Ikuyoshi Tomita
    Takeshi Endo
    Polymer Bulletin, 1997, 39 : 677 - 684
  • [47] Palladium-Catalyzed Regioselective Three-Component Cascade Bisthiolation of Terminal Alkynes
    Li, Jianxiao
    Li, Can
    Ouyang, Lu
    Li, Chunsheng
    Yang, Shaorong
    Wu, Wanqing
    Jiang, Huanfeng
    ADVANCED SYNTHESIS & CATALYSIS, 2018, 360 (06) : 1138 - 1150
  • [48] The Synthesis of Benzofulvenes through Palladium-Catalyzed Sequential Three-Component Reactions
    Zhou, Bo
    Wu, Zhuo
    Qi, Weixin
    Sun, Xueliang
    Zhang, Yanghui
    ADVANCED SYNTHESIS & CATALYSIS, 2018, 360 (23) : 4480 - 4484
  • [49] A Metal-Free Three-Component Reaction of trans-β-Nitrostyrene Derivatives, Dibromo Amides, and Amines Leading to Functionalized Amidines
    Zhou, Meng
    Li, Jinlei
    Tian, Chao
    Sun, Xiao
    Zhu, Xiaoting
    Cheng, Yaohang
    An, Guanghui
    Li, Guangming
    JOURNAL OF ORGANIC CHEMISTRY, 2019, 84 (02): : 1015 - 1024
  • [50] Regioselective Three-Component Coupling by the Palladium-Catalyzed Reaction of 2-Fluoroallylic Acetates with Phenols and Imides
    Kogawa, Masaki
    Watanabe, Hirotaka
    Yamamoto, Mitsuaki
    Tsuchi, Yukiko
    Zhou, Biao
    Kawatsura, Motoi
    SYNLETT, 2017, 28 (09) : 1071 - 1074