Ligand-Controlled Palladium-Catalyzed Regiodivergent Suzuki-Miyaura Cross-Coupling of Allylboronates and Aryl Halides

被引：146
|
作者：
Yang, Yang [1 ]
Buchwald, Stephen L. [1 ]
机构：
[1] MIT, Dept Chem, Cambridge, MA 02139 USA
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2013年 / 135卷 / 29期
基金：
美国国家卫生研究院;
关键词：
ACIDS; HETEROARYL; EFFICIENT;
D O I：
10.1021/ja405950c
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
An orthogonal set of catalyst systems has been developed for the Suzuki-Miyaura coupling of 3,3-disubstituted and 3-monosubstituted allylboronates with (hetero)aryl halides. These methods allow for the highly selective preparation of either the alpha- or the gamma-isomeric coupling product.
引用
收藏
页码：10642 / 10645
页数：4
相关论文
共 50 条
  • [1] Palladium-Catalyzed Suzuki-Miyaura Cross-Coupling of Oxygen-Substituted Allylboronates with Aryl/Vinyl (Pseudo)Halides
    Li, Jie
    Zhang, Xinhui
    Yao, Yisen
    Gao, Yapei
    Yang, Wen
    Zhao, Wanxiang
    JOURNAL OF ORGANIC CHEMISTRY, 2022, 87 (10): : 6951 - 6959
  • [2] An active ferrocenyl triarylphosphine for palladium-catalyzed Suzuki-Miyaura cross-coupling of aryl halides
    Kwong, FY
    Chan, KS
    Yeung, CH
    Chan, ASC
    CHEMICAL COMMUNICATIONS, 2004, (20) : 2336 - 2337
  • [3] Monooxychlorophosphine as a novel and efficient ligand for palladium-catalyzed suzuki-miyaura cross-coupling of aryl chlorides
    Mai, Wenpeng
    Lv, Guanghua
    Gao, Lianxun
    SYNLETT, 2007, (14) : 2247 - 2251
  • [4] Palladium-Catalyzed Suzuki-Miyaura Cross-Coupling in Continuous Flow
    Len, Christophe
    Bruniaux, Sophie
    Delbecq, Frederic
    Parmar, Virinder S.
    CATALYSTS, 2017, 7 (05):
  • [5] Efficient and sustainable palladium-catalyzed Suzuki-Miyaura cross-coupling
    Marziale, Alexander N.
    Faul, Stefan H.
    Eppinger, Joerg
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2011, 241
  • [6] Palladium-catalyzed Suzuki-Miyaura cross-coupling reactions of potassium aryl- and heteroaryltrifluoroborates
    Molander, GA
    Biolatto, B
    JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (11): : 4302 - 4314
  • [7] Palladium(II) thiosemicarbazone-catalyzed Suzuki-Miyaura cross-coupling reactions of aryl halides
    Pandiarajan, Devaraj
    Ramesh, Rengan
    Liu, Yu
    Suresh, Rajamanickam
    INORGANIC CHEMISTRY COMMUNICATIONS, 2013, 33 : 33 - 37
  • [8] Copper-Catalyzed Regiodivergent Borylation of Fluorinated Alkynes and Palladium-Catalyzed Regiospecific Suzuki-Miyaura Cross-Coupling
    Rummler, Lenaic
    El Sater, Mariam Abd
    Blanchard, Nicolas
    Bizet, Vincent
    SYNLETT, 2024, 35 (10) : 1107 - 1112
  • [9] Palladium-Catalyzed Suzuki-Miyaura Coupling of Aryl Esters
    Ben Halima, Taoufik
    Zhang, Wanying
    Yalaoui, Imane
    Hong, Xin
    Yang, Yun-Fang
    Houk, Kendall N.
    Newman, Stephen G.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2017, 139 (03) : 1311 - 1318
  • [10] Synthesis of chiral heterocycles by ligand-controlled regiodivergent and enantiospecific Suzuki Miyaura cross-coupling
    Jinyue Ding
    Taras Rybak
    Dennis G. Hall
    Nature Communications, 5
12345