Construction of Benzo-Fused Polycyclic Heteroaromatic Compounds through Palladium-Catalyzed Intramolecular C-H/C-H Biaryl Coupling

被引：6
|
作者：
Nishii, Yuji [1 ]
Miura, Masahiro [2 ]
机构：
[1] Osaka Univ, Grad Sch Engn, Dept Appl Chem, Osaka 5650871, Japan
[2] Osaka Univ, Inst Open & Transdisciplinary Res Initiat ICS OTRI, Innovat Catalysis Sci Div, Osaka 5650871, Japan
来源：
CATALYSTS | 2023年 / 13卷 / 01期
基金：
日本学术振兴会;
关键词：
C-H; C-H coupling; dibenzofuran; carbazole; dibenzothiophene; palladium; RING-CLOSURE; CYCLIZATION; ARYLATION; ANALOGS;
D O I：
10.3390/catal13010012
中图分类号：
O64 [物理化学（理论化学）、化学物理学];
学科分类号：
070304 ; 081704 ;
摘要：
Dibenzo-fused five-membered heteroaromatic compounds, including dibenzofuran, carbazole, and dibenzothiophene, are fundamental structural units in various important polycyclic heteroaromatic compounds. The intramolecular C-H/C-H biaryl coupling of diaryl (thio)ethers and amines based on palladium(II) catalysis under oxidative conditions is known to be one of the most effective, step-economic methods for their construction. Representative examples for the construction of structurally intriguing pi-extended polycyclic heteroaromatics through catalytic coupling reactions are briefly summarized in this mini-review.
引用
收藏
页数：10
相关论文
共 50 条
  • [1] Synthesis of Benzobis- and Benzotrisbenzofurans by Palladium-Catalyzed Multiple Intramolecular C-H/C-H Coupling
    Kaida, Hiroyuki
    Satoh, Tetsuya
    Nishii, Yuji
    Hirano, Koji
    Miura, Masahiro
    CHEMISTRY LETTERS, 2016, 45 (09) : 1069 - 1071
  • [2] Palladium-Catalyzed Construction of Heteroatom-Containing π-Conjugated Systems by Intramolecular Oxidative C-H/C-H Coupling Reaction
    Saito, Kenta
    Chikkade, Prasanna Kumara
    Kanai, Motomu
    Kuninobu, Yoichiro
    CHEMISTRY-A EUROPEAN JOURNAL, 2015, 21 (23) : 8365 - 8368
  • [3] Palladium-catalyzed interannular C-H amination of biaryl amines
    Wu, Jiaping
    Sun, Pengpeng
    Hong, Yuwen
    Yang, Haitao
    Xie, Meihua
    Zhang, Jitan
    CHEMICAL COMMUNICATIONS, 2022, 58 (98) : 13620 - 13623
  • [4] Palladium-Catalyzed Intramolecular C-H Amination in Water
    Yang, Lizheng
    Li, Hao
    Zhang, Haifei
    Lu, Hongjian
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2016, 2016 (34) : 5611 - 5615
  • [5] Synthesis of Thieno[3,2-b]benzofurans by Palladium-catalyzed Intramolecular C-H/C-H Coupling
    Kaida, Hiroyuki
    Satoh, Tetsuya
    Hirano, Koji
    Miura, Masahiro
    CHEMISTRY LETTERS, 2015, 44 (08) : 1125 - 1127
  • [6] Palladium-catalyzed oxidative C-H/C-H cross-coupling of imidazopyridines with azoles
    Guo, Tao
    Liang, Jing-Jing
    Yang, Song
    Chen, Huan
    Fu, Ya-Ning
    Han, Shu-Lei
    Zhao, Yun-Hui
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2018, 16 (33) : 6039 - 6046
  • [7] Palladium-Catalyzed C-C Coupling/C-H Activation: Formation of Isoindolinone-Fused Heterocyclic Compounds
    Hu, Yimin
    Ren, Dong
    Zhang, Lidong
    Lin, Xiangang
    Wan, Jing
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2010, 2010 (23) : 4454 - 4459
  • [8] Palladium-catalyzed intramolecular C-H acylation of indoles with thioester
    Liu, Min
    Liu, Yu-Wen
    Xu, Hui
    Dai, Hui-Xiong
    TETRAHEDRON LETTERS, 2019, 60 (39)
  • [9] Palladium-catalyzed oxidative direct C-H/C-H cross coupling of anilides with β-keto esters
    Chan, Wai-Wing
    Zhou, Zhongyuan
    Yu, Wing-Yiu
    CHEMICAL COMMUNICATIONS, 2013, 49 (74) : 8214 - 8216
  • [10] Palladium-Catalyzed Synthesis of Benzophenanthrosilines by C-H/C-H Coupling through 1,4-Palladium Migration/Alkene Stereoisomerization
    Tsuda, Tomohiro
    Kawakami, Yuka
    Choi, Seung-Min
    Shintani, Ryo
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2020, 59 (21) : 8057 - 8061
12345