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

被引：55
|
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
来源：
CHEMICAL COMMUNICATIONS | 2015年 / 51卷 / 93期
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
  • [21] Palladium-catalyzed three-component coupling reaction of organic halides, norbornadiene and terminal alkynes
    Chang, Yu-Cheng
    Kuo, Chun-Jung
    Li, Chen-Shun
    Liu, Charng-Hsing
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2006, 691 (23) : 4982 - 4989
  • [22] A palladium-catalyzed three-component cascade S-transfer reaction in ionic liquids
    Li, Jianxiao
    Wu, Yaodan
    Hu, Miao
    Li, Can
    Li, Meng
    He, Dandan
    Jiang, Huanfeng
    GREEN CHEMISTRY, 2019, 21 (15) : 4084 - 4089
  • [23] Palladium-catalyzed oxidative three-component tandem annulation reaction: Access to polysubstituted pyrroles
    Bashkar, Mohammad
    Nowrouzi, Najmeh
    MOLECULAR CATALYSIS, 2024, 562
  • [24] Palladium-Catalyzed Three-Component 1,4-Alkoxyarylation Reaction of [60]Fullerene
    Su, Yi-Tan
    Yin, Zheng-Chun
    Wang, Guan-Wu
    JOURNAL OF ORGANIC CHEMISTRY, 2022, 87 (06): : 4051 - 4060
  • [25] Palladium-Catalyzed Three-Component Selective Aminoallylation of Diazo Compounds
    Ou, Pengcheng
    Zhu, Lei
    Yu, Yinghua
    Ma, Liyao
    Huang, Xueliang
    ORGANIC LETTERS, 2022, 24 (23) : 4160 - 4164
  • [26] Palladium-catalyzed paraformaldehyde insertion: a three-component synthesis of benzofurans
    Cheng, Xiufang
    Peng, Yi
    Wu, Jun
    Deng, Guo-Jun
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2016, 14 (10) : 2819 - 2823
  • [27] Trapping of Transient Zwitterionic Intermediates by N-Acylpyridinium Salts: A Palladium-Catalyzed Diastereoselective Three-Component Reaction
    Zhang, Dan
    Kang, Zhenghui
    Hu, Wenhao
    JOURNAL OF ORGANIC CHEMISTRY, 2017, 82 (11): : 5952 - 5958
  • [28] Understanding the Chemoselectivity in Palladium-Catalyzed Three-Component Reaction of o-Bromobenzaldehyde, N-Tosylhydrazone, and Methanol
    Ren, Xiaojian
    Zhu, Lei
    Yu, Yinghua
    Wang, Zhi-Xiang
    Huang, Xueliang
    ORGANIC LETTERS, 2020, 22 (08) : 3251 - 3257
  • [29] Palladium-catalyzed sequential three-component reactions to access vinylsilanes
    Zhou, Bo
    Lu, Ailan
    Shao, Changdong
    Liang, Xinda
    Zhang, Yanghui
    CHEMICAL COMMUNICATIONS, 2018, 54 (75) : 10598 - 10601
  • [30] Three-component, stereoselective palladium-catalyzed synthesis of functionalized bicyclopentanoids
    Hulin, B
    Newton, LS
    Cabral, S
    Walker, AJ
    Bordner, J
    ORGANIC LETTERS, 2004, 6 (23) : 4343 - 4345
12345