Copper-Catalyzed Ring-Opening Hydrosilylation and Hydroboration of Arylidenecyclopropanes

被引:0
|
作者
Xiao, Zhen-Yu [1 ]
Wang, Zi-Lu [1 ]
Xu, Yun-He [1 ]
机构
[1] Univ Sci & Technol China, Dept Chem, 96 Jinzhai Rd, Hefei 230026, Anhui, Peoples R China
基金
中国国家自然科学基金;
关键词
Hydrosilylation; Hydroboration; Copper catalysis; Arylidenecyclopropanes; ALLYLIC SUBSTITUTION; VINYLCYCLOPROPANES; METHYLENECYCLOPROPANES; 1,2-HYDROBORATION; SILABORATION; DERIVATIVES; SELECTIVITY; ALLYLATION; ACTIVATION; 1,3-DIENES;
D O I
10.1002/cjoc.202400811
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Arylidenecyclopropanes (ACPs) are highly strained substrates that can be readily utilized for diverse transformations. This study showcases the outcomes of copper-catalyzed ring-opening hydrosilylation and hydroboration reactions of ACPs, showcasing precise cleavage of C-C bonds. The reaction presents an effective and convenient method for producing homoallylic silanes and boronates.
引用
收藏
页码:385 / 392
页数:8
相关论文
共 50 条
  • [1] One-Pot Cobalt- or Copper-Catalyzed Asymmetric Ring-Opening Hydrosilylation/Hydroboration of Arylidenecyclopropanes
    Tan, Boon Beng
    Ge, Shaozhong
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2025, 64 (07)
  • [2] Copper-Catalyzed Ring-Opening/Borylation of Cyclopropenes
    Huang, Ming-Yao
    Zhao, Yu-Tao
    Chai, Hao
    Zhang, Cheng-Da
    Zhu, Shou-Fei
    CCS CHEMISTRY, 2022, 4 (04): : 1232 - 1237
  • [3] Copper-Catalyzed Regioselective Ring-Opening Hydroamination of Methylenecyclopropanes
    Nishikawa, Daiki
    Sakae, Ryosuke
    Miki, Yuya
    Hirano, Koji
    Miura, Masahiro
    JOURNAL OF ORGANIC CHEMISTRY, 2016, 81 (24): : 12128 - 12134
  • [4] Copper-Catalyzed Ring-Opening Silylation of Benzofurans with Disilane
    Saito, Hayate
    Nogi, Keisuke
    Yorimitsu, Hideki
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2018, 57 (34) : 11030 - 11034
  • [5] Copper-catalyzed radical ring-opening halogenation with HX
    Liu, Shuai
    Bai, Ming
    Xu, Peng-Fei
    Sun, Qing-Xin
    Duan, Xin-Hua
    Guo, Li-Na
    CHEMICAL COMMUNICATIONS, 2021, 57 (69) : 8652 - 8655
  • [6] Copper-Catalyzed Ring-Opening Radical Trifluoromethylation of Cycloalkanone Oximes
    Liu, Zhonglin
    Shen, Haigen
    Xiao, Haiwen
    Wang, Zhentao
    Zhu, Lin
    Li, Chaozhong
    ORGANIC LETTERS, 2019, 21 (13) : 5201 - 5205
  • [7] Enantioselective Copper-Catalyzed Ring-Opening Diboration of Arylidenecyclopropanes to Access Chiral Skipped 1,4-and 1,3-Diboronates
    Zheng, Wenrui
    Tan, Boon Beng
    Ge, Shaozhong
    Lu, Yixin
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2024, 146 (08) : 5366 - 5374
  • [8] Copper-Catalyzed Ring-Opening 1,3-Aminotrifluoromethylation of Arylcyclopropanes
    Zhang, Huan
    Xiao, Haiwen
    Jiang, Feng
    Fang, Yewen
    Zhu, Lin
    Li, Chaozhong
    ORGANIC LETTERS, 2021, 23 (06) : 2268 - 2272
  • [9] Development of a Robust Procedure for the Copper-catalyzed Ring-Opening of Epoxides with Grignard Reagents
    Alam, Mahbub
    Wise, Christopher
    Baxter, Carl A.
    Cleator, Ed
    Walkinshaw, Andrew
    ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2012, 16 (03) : 435 - 441
  • [10] Copper-Catalyzed Enantioselective Ring-Opening of Cyclic Diaryliodoniums and O-Alkylhydroxylamines
    Li, Qigang
    Zhang, Mingkai
    Zhan, Shuming
    Gu, Zhenhua
    ORGANIC LETTERS, 2019, 21 (16) : 6374 - 6377