Synthesis of 4-Cyclobutene-Isoquinolines From Aryl Imidates by Ru(II)-Catalyzed Domino C-H Activation/Cyclization

被引:0
|
作者
Wang, Min [1 ,2 ]
Gao, Lei [2 ,3 ]
Miao, Maozhong [3 ]
Zong, Qianshou [2 ]
Ling, Fei [1 ]
Yao, Jinzhong [2 ]
Zhou, Hongwei [2 ]
机构
[1] Zhejiang Univ Technol, Coll Pharm, Hangzhou, Zhejiang, Peoples R China
[2] Jiaxing Univ, Coll Biol Chem Sci & Engn, Jiaxing, Zhejiang, Peoples R China
[3] Zhejiang Sci Tech Univ, Sch Chem & Chem Engn, Hangzhou, Zhejiang, Peoples R China
基金
中国国家自然科学基金;
关键词
aryl imidates; C-H activation; domino cyclization; isoquinolines; Ru-catalyzed; HETEROCYCLES; DISCOVERY;
D O I
10.1002/aoc.7896
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A highly regioselective approach for constructing 4-cyclobutene-isoquinoline derivatives through ruthenium-catalyzed domino C-H activation/cyclization of aryl imidates has been demonstrated. This new transformation tolerates various substituted functional groups on imidates and propargylic monofluoroalkynes, resulting in the corresponding products being delivered in moderate yields.
引用
收藏
页数:6
相关论文
共 50 条
  • [11] Synthesis of Isoquinolines through IrIII-Catalyzed C-H Activation/Annulation from Benzimidates with Hydroxylisopropylalkynes
    Liu, Mingliang
    Gong, Wanchun
    You, Erli
    Zhang, Haizhen
    Shi, Lei
    Cao, Weiguo
    Shi, Jingjing
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2018, 2018 (36) : 4991 - 4995
  • [12] Ru(II)-Catalyzed spirocyclization of aryl N-sulfonyl ketimines with aryl isocyanates through an aromatic C-H bond activation
    Reddy, Nagarjuna K.
    Subhadra, U.
    Sridhar, B.
    Reddy, Subba B., V
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2018, 16 (14) : 2522 - 2526
  • [13] Synthesis of isoquinolines via Rh-catalyzed C-H activation/C-N cyclization with diazodiesters or diazoketoesters as a C2 source
    Wang, Jie
    Zha, Shanke
    Chen, Kehao
    Zhang, Feifei
    Zhu, Jin
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2016, 14 (21) : 4848 - 4852
  • [14] Ru(II)-Catalyzed C-H Bond Activation for the Synthesis of Substituted Isoquinolinium Salts from Benzaldehydes, Amines, and Alkynes
    Parthasarathy, Kanniyappan
    Senthilkumar, Natarajan
    Jayakumar, Jayachandran
    Cheng, Chien-Hong
    ORGANIC LETTERS, 2012, 14 (13) : 3478 - 3481
  • [15] Pd(II)-Catalyzed C-H Activation/Aryl-Aryl Coupling of Phenol Esters
    Xiao, Bin
    Fu, Yao
    Xu, Jun
    Gong, Tian-Jun
    Dai, Jian-Jun
    Yi, Jun
    Liu, Lei
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (02) : 468 - +
  • [16] Synthesis of Fluorenones from Aromatic Aldoxime Ethers and Aryl Halides by Palladium-Catalyzed Dual C-H Activation and Heck Cyclization
    Thirunavukkarasu, Vedhagirl S.
    Parthasarathy, Kanniyappan
    Cheng, Chien-Hong
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (49) : 9462 - 9465
  • [17] Rh(iii)-catalyzed [4+1] cyclization of aryl substituted pyrazoles with cyclopropanols via C-H activation
    Chen, Wenxi
    Mao, Yan
    Wang, Min
    Ling, Fei
    Li, Changchang
    Chen, Zhangpei
    Yao, Jinzhong
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2023, 21 (04) : 775 - 782
  • [18] RhIII-Catalyzed C-H Activation of Aryl Hydroxamates for the Synthesis of Isoindolinones
    Shaaban, Saad
    Davies, Caitlin
    Merten, Christian
    Flegel, Jana
    Otte, Felix
    Strohmann, Carsten
    Waldmann, Herbert
    CHEMISTRY-A EUROPEAN JOURNAL, 2020, 26 (47) : 10729 - 10734
  • [19] Rapid Construction of Hexacyclic Indolines via the Ru(II)-Catalyzed C-H Activation Initiated Cascade Cyclization of Phenidones with Enynones
    Li, Yang
    Wang, Yongzhuang
    Huang, Xiaoli
    Shi, Yan
    Tang, Yuhai
    Jiao, Jiao
    Li, Jing
    Xu, Silong
    ORGANIC LETTERS, 2022, 24 (01) : 435 - 440
  • [20] Synthesis of heteroaryl C-glycosides via Ru-catalyzed C-H activation/cyclization: dioxazolone glycogen designs and applications
    Liu, Deng-Yin
    Wang, Peng-Fei
    Hu, Xin-Yue
    Ruan, Yu-Jun
    Wang, Xiao-Li
    Wen, Miao-Miao
    Zhang, Cong-Zhen
    Xiao, Yu-He
    Liu, Xu-Ge
    ORGANIC CHEMISTRY FRONTIERS, 2024, 11 (13): : 3609 - 3613