Nickel-Catalyzed System for the Cross-Coupling of Alkenyl Methyl Ethers with Grignard Reagents under Mild Conditions

被引：20
|
作者：
Hostier, Thomas [1 ]
Neouchy, Zeina [1 ]
Ferey, Vincent [1 ,2 ]
Pardo, Domingo Gomez [1 ]
Cossy, Janine [1 ]
机构：
[1] PSL Res Univ, CNRS, Inst Chem Biol & Innovat CBI, Lab Chim Organ,UMR 8231,ESPCI Paris, 10 Rue Vauquelin, F-75231 Paris 05, France
[2] SANOFI, Chem & Biotechnol Dev, 371 Rue Prof Blayac, F-34184 Montpellier 04, France
来源：
ORGANIC LETTERS | 2018年 / 20卷 / 07期
关键词：
ARYL ETHERS; BOND FORMATION; CARBON-OXYGEN; ALKYL-HALIDES; ACTIVATION; ANISOLES; NI; TRANSFORMATIONS;
D O I：
10.1021/acs.orglett.8b00313
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A nickel-catalyzed cross-coupling of alkenyl methyl ethers with Grignard reagents, under mild conditions, is described. These conditions allowed access to various stilbenes and heterocyclic stilbenic derivatives as well as to a potential anticancer agent DMU-212.
引用
收藏
页码：1815 / 1818
页数：4
相关论文
共 50 条
  • [21] Nickel-catalyzed cross-coupling of aryl methyl ethers with aryl boronic esters
    Tobisu, Mamoru
    Shimasaki, Toshiaki
    Chatani, Naoto
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (26) : 4866 - 4869
  • [22] Nickel-Catalyzed Cross-Coupling of Bromodifluoromethylphosphonates with Arylboron Reagents
    Kuriyama, Masami
    Maeda, Genki
    Kamata, Kazuya
    Kodama, Yusuke
    Yamamoto, Kosuke
    Onomura, Osamu
    ADVANCED SYNTHESIS & CATALYSIS, 2023, 365 (01) : 116 - 121
  • [23] Cross-Coupling Reaction of Allylic Ethers with Aryl Grignard Reagents Catalyzed by a Nickel Pincer Complex
    Hashimoto, Toru
    Funatsu, Kei
    Ohtani, Atsufumi
    Asano, Erika
    Yamaguchi, Yoshitaka
    MOLECULES, 2019, 24 (12):
  • [24] Synthesis of Allenes via Nickel-Catalyzed Cross-Coupling Reaction of Propargylic Bromides with Grignard Reagents
    Li, Qinghan
    Gau, Hanmou
    SYNLETT, 2012, (05) : 747 - 750
  • [25] Direct Application of Phenolic Salts to Nickel-Catalyzed Cross-Coupling Reactions with Aryl Grignard Reagents
    Yu, Da-Gang
    Li, Bi-Jie
    Zheng, Shu-Fang
    Guan, Bing-Tao
    Wang, Bi-Qing
    Shi, Zhang-Jie
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (27) : 4566 - 4570
  • [26] Ligand Exchange as the First Irreversible Step in the Nickel-Catalyzed Cross-Coupling Reaction of Grignard Reagents
    Yoshikai, Naohiko
    Matsuda, Hirokazu
    Nakamura, Eiichi
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (46) : 15258 - +
  • [27] NICKEL-CATALYZED CROSS-COUPLING OF SILYL ENOL ETHERS WITH GRIGNARD-REAGENTS - REGIO-CONTROLLED AND STEREOCONTROLLED SYNTHESIS OF OLEFINS
    HAYASHI, T
    KATSURO, Y
    KUMADA, M
    TETRAHEDRON LETTERS, 1980, 21 (40) : 3915 - 3918
  • [28] Iron-catalyzed cross-coupling of alkyl halides with alkenyl grignard reagents
    Guerinot, Amandine
    Reymond, Sebastien
    Cossy, Janine
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (34) : 6521 - 6524
  • [29] Cobalt-catalyzed cross-coupling of alkynyl Grignard reagents with alkenyl triflates
    Shirakawa, Eiji
    Sato, Takahiro
    Imazaki, Yusuke
    Kimura, Takahiro
    Hayashi, Tamio
    CHEMICAL COMMUNICATIONS, 2007, (43) : 4513 - 4515
  • [30] Nickel-Catalyzed Cross-Coupling of Aryl Fluorides and Organozinc Reagents
    Zhu, Feng
    Wang, Zhong-Xia
    JOURNAL OF ORGANIC CHEMISTRY, 2014, 79 (10): : 4285 - 4292
12345