Palladium-catalyzed C-H bond functionalization of C6-arylpurines

被引:55
作者
Guo, Hai-Ming [1 ]
Rao, Wei-Hao [1 ]
Niu, Hong-Ying [2 ]
Jiang, Li-Li [1 ]
Meng, Ge [1 ]
Jin, Jia-Jia [1 ]
Yang, Xi-Ning [1 ]
Qu, Gui-Rong [1 ]
机构
[1] Henan Normal Univ, Coll Chem & Environm Sci, Minist Educ, Key Lab Green Chem Media & React, Xinxiang 453007, Henan, Peoples R China
[2] Henan Inst Sci & Technol, Sch Chem & Chem Engn, Xinxiang 453003, Peoples R China
关键词
CROSS-COUPLING REACTIONS; PURINE NUCLEOSIDE DERIVATIVES; CARBON-HYDROGEN BONDS; REDUCTIVE ELIMINATION; CYTOSTATIC ACTIVITY; EFFICIENT SYNTHESIS; ACTIVATION; ALKYLATION; MECHANISM; REAGENTS;
D O I
10.1039/c1cc11135c
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A highly regioselective Pd-catalyzed C(Ar)-H bond activation method was developed for the modification of purines (nucleosides) with different functional groups by using purine as a directing group. This approach provides a new access to a variety of functionalized purines (nucleosides) which are potentially of great importance in medicinal chemistry.
引用
收藏
页码:5608 / 5610
页数:3
相关论文
共 54 条
  • [11] 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
  • [12] PyDipSi: A General and Easily Modifiable/Traceless Si-Tethered Directing Group for C-H Acyloxylation of Arenes
    Chernyak, Natalia
    Dudnik, Alexander S.
    Huang, Chunhui
    Gevorgyan, Vladimir
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (24) : 8270 - +
  • [13] Rhodium-Catalyzed C-C Bond Formation via Heteroatom-Directed C-H Bond Activation
    Colby, Denise A.
    Bergman, Robert G.
    Ellman, Jonathan A.
    [J]. CHEMICAL REVIEWS, 2010, 110 (02) : 624 - 655
  • [14] Introduction to Selective Functionalization of C-H Bonds
    Crabtree, Robert H.
    [J]. CHEMICAL REVIEWS, 2010, 110 (02) : 575 - 575
  • [15] Palladium- and Copper-Catalyzed Arylation of Carbon-Hydrogen Bonds
    Daugulis, Olafs
    Do, Hien-Quang
    Shabashov, Dmitry
    [J]. ACCOUNTS OF CHEMICAL RESEARCH, 2009, 42 (08) : 1074 - 1086
  • [16] A highly selective catalytic method for the oxidative functionalization of C-H bonds
    Dick, AR
    Hull, KL
    Sanford, MS
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (08) : 2300 - 2301
  • [17] Highly efficient Suzuki-Miyaura coupling of heterocyclic substrates through rational reaction design
    Fleckenstein, Christoph A.
    Plenio, Herbert
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2008, 14 (14) : 4267 - 4279
  • [18] Iron-catalyzed cross-coupling reactions
    Fürstner, A
    Leitner, A
    Méndez, M
    Krause, H
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (46) : 13856 - 13863
  • [19] Converting gem-dimethyl groups into cyclopropanes via Pd-catalyzed sequential C-H activation and radical cyclization
    Giri, Ramesh
    Wasa, Masayuki
    Breazzano, Steven P.
    Yu, Jin-Quan
    [J]. ORGANIC LETTERS, 2006, 8 (25) : 5685 - 5688
  • [20] Pd-catalyzed amination of nucleoside arylsulfonates to yield N6-aryl-2,6-diaminopurine nucleosides
    Gunda, P
    Russon, LM
    Lakshman, MK
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (46) : 6372 - 6377