Recent advances using [Cp*Co(CO)I2] catalysts as a powerful tool for C-H functionalisation

被引:111
作者
Chirila, Paula G.
Whiteoak, Christopher J. [1 ]
机构
[1] Sheffield Hallam Univ, Biomol Sci Res Ctr BMRC, Fac Hlth & Wellbeing, City Campus,Howard St, Sheffield S1 1WB, S Yorkshire, England
关键词
REDOX-NEUTRAL SYNTHESIS; PAUSON-KHAND REACTION; N BOND FORMATION; COBALT(III)-CATALYZED SYNTHESIS; INDOLE SYNTHESIS; EFFICIENT SYNTHESIS; TERMINAL ALKYNES; ACTIVATION; ANNULATION; AMIDATION;
D O I
10.1039/c7dt01980g
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Expansion of the synthetic chemists' toolbox is currently a topic of great interest, with successes providing access to novel compounds and more efficient routes towards new and known pharmaceuticals and agrochemicals. In this context, the development and application of first-row transition metal-catalysed C-H functionalisation protocols is seen as a key opportunity. This perspective provides a brief background of the discovery and application of high-valent cobalt-catalysis in C-H functionalisation, before detailing examples of recent advances in this field using the powerful [Cp*Co(CO)I-2] catalysts for both terminal couplings and heterocycle formation. Finally, a discussion on the detection and isolation of elusive reactive intermediates in high-valent cobalt-catalysed C-H functionalisation, shedding light on how these catalyst systems operate, will be provided.
引用
收藏
页码:9721 / 9739
页数:19
相关论文
共 118 条
  • [1] Synthesis, X-ray structure, and theoretical studies of novel cationic mono-cylopentadienyl complexes of Co(III):: the orthometalation of trans-azobenzene
    Avilés, T
    Dinis, A
    Calhorda, MJ
    Pinto, P
    Félix, V
    Drew, MGB
    [J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2001, 625 (02) : 186 - 194
  • [2] Cp*CoIII-Catalyzed C(sp3)-H Bond Amidation of 8-Methylquinoline
    Barsu, Nagaraju
    Rahman, Md Atiur
    Sen, Malay
    Sundararaju, Basker
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2016, 22 (27) : 9135 - 9138
  • [3] EFFICIENT SYNTHESIS OF 2-CHLOROINDOLE, 2-BROMOINDOLE, AND 2-IODOINDOLE
    BERGMAN, J
    VENEMALM, L
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (08) : 2495 - 2497
  • [4] The Pauson-Khand reaction, a powerful synthetic tool for the synthesis of complex molecules
    Blanco-Urgoiti, J
    Añorbe, L
    Pérez-Serrano, L
    Domínguez, G
    Pérez-Castells, J
    [J]. CHEMICAL SOCIETY REVIEWS, 2004, 33 (01) : 32 - 42
  • [5] Highly Stereoselective Cobalt(III)-Catalyzed Three-Component C-H Bond Addition Cascade
    Boerth, Jeffrey A.
    Hummel, Joshua R.
    Ellman, Jonathan A.
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016, 55 (41) : 12650 - 12654
  • [6] INTRAMOLECULAR C-H BOND ACTIVATION - PREPARATION, STRUCTURE, AND PROPERTIES OF A UNIQUE COBALT(III) COMPLEX, K[COIII(DACODA)(SO3)].5H2O, CONTAINING A WEAK AGOSTIC INTERACTION IN AQUEOUS-SOLUTION
    BRODERICK, WE
    KANAMORI, K
    WILLETT, RD
    LEGG, JI
    [J]. INORGANIC CHEMISTRY, 1991, 30 (20) : 3875 - 3881
  • [7] Cp*CoIII-Catalyzed Dehydrative C-H Allylation of 6-Arylpurines and Aromatic Amides Using Allyl Alcohols in Fluorinated Alcohols
    Bunno, Youka
    Murakami, Nanami
    Suzuki, Yudai
    Kanai, Motomu
    Yoshino, Tatsuhiko
    Matsunaga, Shigeki
    [J]. ORGANIC LETTERS, 2016, 18 (09) : 2216 - 2219
  • [8] Rh-Catalyzed Intermolecular Carbenoid Functionalization of Aromatic C-H Bonds by α-Diazomalonates
    Chan, Wai-Wing
    Lo, Siu-Fung
    Zhou, Zhongyuan
    Yu, Wing-Yiu
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (33) : 13565 - 13568
  • [9] Cp*Co(III)-Catalyzed C-H Functionalization Cascade of N-Methoxyamides with Alkynedione for the Synthesis of Indolizidines
    Chavan, Lahu N.
    Gollapelli, Krishna Kumar
    Chegondi, Rambabu
    Pawar, Amit B.
    [J]. ORGANIC LETTERS, 2017, 19 (08) : 2186 - 2189
  • [10] Palladium(II)-Catalyzed C-H Activation/C-C Cross-Coupling Reactions: Versatility and Practicality
    Chen, Xiao
    Engle, Keary M.
    Wang, Dong-Hui
    Yu, Jin-Quan
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (28) : 5094 - 5115