Electron-deficient boron-based catalysts for C-H bond functionalisation

被引:65
|
作者
Ma, Yuanhong [1 ,2 ]
Lou, Shao-Jie [3 ]
Hou, Zhaomin [3 ,4 ]
机构
[1] Hunan Normal Univ, Key Lab Chem Biol & Tradit Chinese Med, Key Lab Phytochem R&D Hunan Prov, Minist Educ China,Coll Chem & Chem Engn, Changsha 410081, Peoples R China
[2] Hunan Normal Univ, Coll Chem & Chem Engn, Key Lab Assembly & Applicat Organ Funct Mol Hunan, Changsha 410081, Peoples R China
[3] RIKEN, Ctr Sustainable Resource Sci, Adv Catalysis Res Grp, 2-1 Hirosawa, Wako, Saitama 3510198, Japan
[4] RIKEN, Cluster Pioneering Res, Organometall Chem Lab, 2-1 Hirosawa, Wako, Saitama 3510198, Japan
基金
中国国家自然科学基金;
关键词
ALDOL-TYPE; TRIS(PENTAFLUOROPHENYL)BORON; EFFICIENT;
D O I
10.1039/d0cs00380h
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In contrast to transition metal-catalysed C-H functionalisation, highly efficient construction of C-C and C-X (X = N, O, S, B, Si, etc.) bonds through metal-free catalytic C-H functionalisation remains one of the most challenging tasks for synthetic chemists. In recent years, electron-deficient boron-based catalyst systems have exhibited great potential for C-H bond transformations. Such emerging systems may greatly enrich the chemistry of C-H functionalisation and main-group element catalysis, and will also provide enormous opportunities in synthetic chemistry, materials chemistry, and chemical biology. This article aims to give a timely comprehensive overview to recognise the current status of electron-deficient boron-based catalysis in C-H functionalisation and stimulate the development of more efficient catalytic systems.
引用
收藏
页码:1945 / 1967
页数:23
相关论文
共 50 条
  • [1] Palladium(II)-Catalyzed C-H Bond Arylation of Electron-Deficient Arenes at Room Temperature
    Tredwell, Matthew J.
    Gulias, Moises
    Bremeyer, Nadine Gaunt
    Johansson, Carin C. C.
    Collins, Beatrice S. L.
    Gaunt, Matthew J.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (05) : 1076 - 1079
  • [2] Acceleration Mechanisms of C-H Bond Functionalization Catalyzed by Electron-Deficient CpRh(III) Complexes
    Nagashima, Yuki
    Ishigaki, Shiho
    Tanaka, Jin
    Tanaka, Ken
    ACS CATALYSIS, 2021, 11 (21) : 13591 - 13602
  • [3] Boron-Based Catalysts for C-C Bond-Formation Reactions
    Rao, Bin
    Kinjo, Rei
    CHEMISTRY-AN ASIAN JOURNAL, 2018, 13 (10) : 1279 - 1292
  • [4] Electron-Deficient Bipyrrole Boomerangs: Bright Fluorophores Obtained via Double C-H Bond Activation
    Zyla-Karwowska, Marika
    Moshniaha, Liliia
    Hong, Yongseok
    Zhylitskaya, Halina
    Cybinska, Joanna
    Chmielewski, Piotr J.
    Lis, Tadeusz
    Kim, Dongho
    Stepien, Marcin
    CHEMISTRY-A EUROPEAN JOURNAL, 2018, 24 (29) : 7525 - 7530
  • [5] Direct C-H Arylation of Electron-Deficient Heterocycles with Arylboronic Acids
    Seiple, Ian B.
    Su, Shun
    Rodriguez, Rodrigo A.
    Gianatassio, Ryan
    Fujiwara, Yuta
    Sobel, Adam L.
    Baran, Phil S.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (38) : 13194 - 13196
  • [6] β-Selective C-H Arylation of Electron-Deficient Thiophenes, Pyrroles, and Furans
    Liu, Luo-Yan
    Qiao, Jennifer X.
    Ewing, William R.
    Yeung, Kap-Sun
    Yu, Jin-Quan
    ISRAEL JOURNAL OF CHEMISTRY, 2020, 60 (3-4) : 416 - 418
  • [7] Gold-mediated C-H bond functionalisation
    Boorman, Tanya C.
    Larrosa, Igor
    CHEMICAL SOCIETY REVIEWS, 2011, 40 (04) : 1910 - 1925
  • [8] INSERTION OF ELECTRON-DEFICIENT OLEFINS INTO THE C-H BOND OF 2-FURANYLPLATINUM AND 2-THIENYLPLATINUM COMPLEXES
    ONITSUKA, K
    URAYAMA, H
    SONOGASHIRA, K
    OZAWA, F
    CHEMISTRY LETTERS, 1995, (11) : 1019 - 1020
  • [9] Elemental sulfur as a sulfuration agent in the copper-catalyzed C-H bond thiolation of electron-deficient arenes
    Yan, Haiming
    Huang, Zhiliang
    Chen, Meng
    Li, Cuiting
    Chen, Ya
    Gao, Meng
    Lei, Aiwen
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2017, 15 (39) : 8276 - 8279
  • [10] An addition of benzylic sp3 C-H to electron-deficient olefins
    Li, Hong-Ying
    Xing, Li-Juan
    Xu, Tong
    Wang, Peng
    Liu, Rui-Hua
    Wang, Bin
    TETRAHEDRON LETTERS, 2013, 54 (08) : 858 - 860