Copper-Assisted Nickel Catalyzed Ligand-Free C(sp2)-O Cross-Coupling of Vinyl Halides and Phenols

被引:59
|
作者
Kundu, Debasish [1 ]
Maity, Pintu [1 ]
Ranu, Brindaban C. [1 ]
机构
[1] Indian Assoc Cultivat Sci, Dept Organ Chem, Kolkata 700032, India
关键词
ENOL ETHERS; EFFICIENT;
D O I
10.1021/ol500134p
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A convenient and efficient protocol has been achieved for the cross-coupling of phenols and vinyl halides by a unique Ni/Cu catalytic system for the first time, where the reaction is catalyzed by Ni and Cu is involved in the transmetalation process. This procedure provides an easy access to a library of aryl-vinyl and aryl-styrenyl ethers.
引用
收藏
页码:1040 / 1043
页数:4
相关论文
共 50 条
  • [11] Nickel-Catalyzed Cross-Coupling of Alkyl Zinc Halides for the Formation of C(sp2)-C(sp3) Bonds: Scope and Mechanism
    Phapale, Vilas B.
    Guisan-Ceinos, Manuel
    Bunuel, Elena
    Cardenas, Diego J.
    CHEMISTRY-A EUROPEAN JOURNAL, 2009, 15 (46) : 12681 - 12688
  • [12] Palladium catalyzed ligand-free Suzuki cross-coupling reaction
    Pan, Changduo
    Liu, Miaochang
    Zhang, Lin
    Wu, Huayue
    Ding, Jinchang
    Cheng, Jiang
    CATALYSIS COMMUNICATIONS, 2008, 9 (04) : 508 - 510
  • [13] Efficient ligand-free nickel-catalyzed C-S cross-coupling of thiols with aryl iodides
    Jammi, Suribabu
    Barua, Priyanka
    Rout, Laxmidhar
    Saha, Prasenjit
    Punnlyamurthy, Tharmalingam
    TETRAHEDRON LETTERS, 2008, 49 (09) : 1484 - 1487
  • [14] Pd/C-Catalyzed Ligand-Free Hiyama Cross-Coupling Reaction of Aryl Halides Under Aqueous Conditions
    Mittapelly, Nagaraju
    Mukkanti, Khagga
    Reguri, Buchi Reddy
    ASIAN JOURNAL OF CHEMISTRY, 2014, 26 (04) : 1015 - 1018
  • [15] Ligand-Free Pd-Catalyzed Domino Synthesis of Carbazoles via Dehydrogenative Aromatization/C(sp2)-C(sp2) Coupling Sequence
    Wen, Lixian
    Tang, Lin
    Yang, Yu
    Zha, Zhenggen
    Wang, Zhiyong
    ORGANIC LETTERS, 2016, 18 (06) : 1278 - 1281
  • [16] Ni-catalyzed C(sp2)-carbon and C(sp2)-heteroatom cross-coupling reactions
    Li, Z
    Fu, Y
    Liu, L
    Guo, QX
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2005, 25 (12) : 1508 - 1529
  • [17] First Application of an Efficient and Versatile Ligand for Copper-Catalyzed Cross-Coupling Reactions of Vinyl Halides with N-Heterocycles and Phenols
    Kabir, M. Shahjahan
    Lorenz, Michael
    Namjoshi, Ojas A.
    Cook, James M.
    ORGANIC LETTERS, 2010, 12 (03) : 464 - 467
  • [18] External oxidant-free, ligand-assisted heterogeneous gold-catalyzed C(sp2)-C(sp) cross-coupling of aryldiazonium salts with terminal alkynes
    Song, Boling
    Li, Jiajia
    Hao, Wenyan
    Cai, Mingzhong
    CATALYSIS SCIENCE & TECHNOLOGY, 2024, 14 (15) : 4354 - 4365
  • [19] Ligand-Enabled Gold-Catalyzed C(sp2)-S Cross-Coupling Reactions
    Tathe, Akash G.
    Patil, Nitin T.
    ORGANIC LETTERS, 2022, 24 (24) : 4459 - 4463
  • [20] Ligand-free coupling of phenols and alcohols with aryl halides by a recyclable heterogeneous copper catalyst
    Wang, Man
    Yuan, Bizhen
    Ma, Tongmei
    Jiang, Huanfeng
    Li, Yingwei
    RSC ADVANCES, 2012, 2 (13) : 5528 - 5530