Palladium-catalyzed intramolecular Cp-H bond functionalization/arylation: an enantioselective approach to planar chiral quinilinoferrocenes

被引：63
|
作者：
Ma, Xinna [1 ]
Gu, Zhenhua [1 ]
机构：
[1] Univ Sci & Technol China, Dept Chem, Hefei 230026, Anhui, Peoples R China
来源：
RSC ADVANCES | 2014年 / 4卷 / 68期
关键词：
TRANSITION-METAL-COMPLEXES; ASYMMETRIC CATALYSIS; FERROCENE DERIVATIVES; ARENE CHROMIUM; HECK REACTION; LIGANDS; METALLOCENES; METHOXYCARBONYLATION; DESYMMETRIZATION; HETEROCYCLES;
D O I：
10.1039/c4ra07832b
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A palladium-catalyzed intramolecular asymmetric Cp-H functionalization/cyclization reaction to construct planar chiral quinilinoferrocenes was reported. The current investigation indicated that Carriera's O-PINAP ligands gave the best enantiomeric induction. The palladium-catalyzed reaction allowed a variety of chiral quinilinoferrocenes to be synthesized with broad functional group tolerance.
引用
收藏
页码：36241 / 36244
页数：4
相关论文
共 50 条
  • [41] Palladium-catalyzed non-directed C-H bond arylation of difluorobenzenes and dichlorobenzenes bearing benzoxazole or benzothiazole
    Abdellaoui, Fatma
    Ben Ammar, Hamed
    Soule, Jean-Francois
    Doucet, Henri
    CATALYSIS COMMUNICATIONS, 2015, 71 : 13 - 16
  • [42] Palladium-Catalyzed C-H Bond Arylation of Cyclometalated Difluorinated 2-Arylisoquinolinyl Iridium(III) Complexes
    Peng, Marie
    Lin, Jinqiang
    Lu, Wei
    Roisnel, Thierry
    Guerchais, Veronique
    Doucet, Henri
    Soule, Jean-Francois
    CHEMISTRY-A EUROPEAN JOURNAL, 2021, 27 (49) : 12552 - 12557
  • [43] Palladium-catalyzed intramolecular addition of C-N bond to alkynes: a novel approach to 3-diketoindoles
    Wu, Chenglin
    Zhao, Fei
    Shu, Shuangjie
    Wang, Jiang
    Liu, Hong
    RSC ADVANCES, 2015, 5 (110) : 90396 - 90399
  • [44] Regiocontrolled palladium-catalyzed and copper-mediated C-H bond functionalization of protected L-histidine
    Mahindra, Amit
    Jain, Rahul
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2014, 12 (23) : 3792 - 3796
  • [45] Enantioselective Copper-Catalyzed Intramolecular N-H Bond Insertion: Synthesis of Chiral 2-Carboxytetrahydroquinolines
    Song, Xiao-Guang
    Ren, Yuan-Yuan
    Zhu, Shou-Fei
    Zhou, Qi-Lin
    ADVANCED SYNTHESIS & CATALYSIS, 2016, 358 (15) : 2366 - 2370
  • [46] Phosphine-Free, Palladium-Catalyzed Arylation of Heterocycles through C-H Bond Activation with Pivalic Acid as a Cocatalyst
    Zhao, Dongbing
    Wang, Weida
    Lian, Shuang
    Yang, Fei
    Lan, Jingbo
    You, Jingsong
    CHEMISTRY-A EUROPEAN JOURNAL, 2009, 15 (06) : 1337 - 1340
  • [47] Direct Arylation of Heterocycles: The Performances of Ferrocene-Based Polyphosphane Ligands in Palladium-Catalyzed C-H Bond Activation
    Roger, Julien
    Mom, Sophal
    Beauperin, Matthieu
    Royer, Sylviane
    Meunier, Philippe
    Ivanov, Vladimir V.
    Doucet, Henri
    Hierso, Jean-Cyrille
    CHEMCATCHEM, 2010, 2 (03) : 296 - 305
  • [48] Synthesis of Planar Chiral Ferrocenes via Transition-Metal-Catalyzed Direct C-H Bond Functionalization
    Gao, De-Wei
    Gu, Qing
    Zheng, Chao
    You, Shu-Li
    ACCOUNTS OF CHEMICAL RESEARCH, 2017, 50 (02) : 351 - 365
  • [49] Palladium-Catalyzed C3 or C4 Direct Arylation of Heteroaromatic Compounds with Aryl Halides by C-H Bond Activation
    Roger, Julien
    Gottumukkala, Aditya L.
    Doucet, Henri
    CHEMCATCHEM, 2010, 2 (01) : 20 - 40
  • [50] Palladium(0) nanoparticles-catalyzed ligand-free direct arylation of benzothiazole via C-H bond functionalization
    Saha, Debasree
    Adak, Laksmikanta
    Ranu, Brindaban C.
    TETRAHEDRON LETTERS, 2010, 51 (42) : 5624 - 5627
12345