Thiocarbonyl-Directed Iridium-Catalyzed C-H Silylation of Indoles and Pyrroles with Hydrosilanes

被引：0
|
作者：
Cheng, Yi [1 ]
Zhan, Jingyi [1 ]
Wang, Lei [1 ]
Teng, Houyun [1 ]
Xu, Li-Wen [1 ]
Yang, Lei [1 ]
机构：
[1] Hangzhou Normal Univ, Key Lab Organosilicon Mat Technol Zhejiang Prov, Key Lab Organosilicon Chem & Mat Technol, Coll Mat Chem & Chem Engn,Minist Educ, Hangzhou 311121, Peoples R China
来源：
ADVANCED SYNTHESIS & CATALYSIS | 2025年 / 367卷 / 03期
关键词：
Indoles; Pyrroles; Hydrosilanes; Iridium; Thiocarbonyl; C-H functionalization; BOND FUNCTIONALIZATIONS; ARENES; ACTIVATION;
D O I：
10.1002/adsc.202400903
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
Herein, hydrogen-acceptor-free C2-selective iridium-catalyzed C-H silylation of indoles and pyrroles with hydrosilanes via C(sp2)-H bond activation to generate the desired silylated products is presented. The developed protocol allows for the C-H silylation of a wide range of functionalized indoles with monohydrosilanes under iridium catalysis. Significantly, this process represents a rare silylation of C-H bonds using S-directing groups.
引用
收藏
页数：7
相关论文
共 50 条
  • [1] Iridium-catalyzed intermolecular directed dehydrogenative ortho C-H silylation
    Wang, Hong
    Wang, Guanghui
    Li, Pengfei
    ORGANIC CHEMISTRY FRONTIERS, 2017, 4 (10): : 1943 - 1946
  • [2] Iridium-catalyzed silylation of unactivated C-H bonds
    Hartwig, John F.
    Romero, Erik A.
    TETRAHEDRON, 2019, 75 (31) : 4059 - 4070
  • [3] Iridium-Catalyzed Silylation of Aryl C-H Bonds
    Cheng, Chen
    Hartwig, John F.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2015, 137 (02) : 592 - 595
  • [4] Mechanism of the Iridium-Catalyzed Silylation of Aromatic C-H Bonds
    Karmel, Caleb
    Hartwig, John F.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2020, 142 (23) : 10494 - 10505
  • [5] Efficient iridium-catalyzed C-H functionalization/silylation of heteroarenes
    Lu, Biao
    Falck, John R.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (39) : 7508 - 7510
  • [6] Iridium-Catalyzed Regioselective Silylation of Aromatic and Benzylic C-H Bonds Directed by a Secondary Amine
    Li, Qian
    Driess, Matthias
    Hartwig, John F.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2014, 53 (32) : 8471 - 8474
  • [7] Iridium-Catalyzed Arene Ortho-Silylation by Formal Hydroxyl-Directed C-H Activation
    Simmons, Eric M.
    Hartwig, John F.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (48) : 17092 - 17095
  • [8] Iridium-catalyzed, hydroxyl group-directed dehydrogenative silylation of aromatic and aliphatic C-H bonds
    Simmons, Eric M.
    Hartwig, John F.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2011, 241
  • [9] Regioselective β-silylation of porphyrins via iridium-catalyzed C-H bond activation
    Sugita, Noriaki
    Hayashi, Satoshi
    Shibata, Masashi
    Endo, Taiga
    Noji, Masahiro
    Takatori, Kazuhiko
    Takanami, Toshikatsu
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2016, 14 (43) : 10189 - 10192
  • [10] Ligand-free iridium-catalyzed regioselective C-H borylation of indoles
    Pan, Zilong
    Liu, Luhua
    Xu, Senmiao
    Shen, Zhenlu
    RSC ADVANCES, 2021, 11 (10) : 5487 - 5490
12345