Silica-assisted Suzuki-Miyaura reactions of heteroaryl bromides in aqueous media

被引：53
|
作者：
Shi, Shengyin [1 ]
Zhang, Yuhong [1 ]
机构：
[1] Zhejiang Univ, Dept Chem, Hangzhou 310027, Zhejiang, Peoples R China
来源：
GREEN CHEMISTRY | 2008年 / 10卷 / 08期
关键词：
D O I：
10.1039/b803917h
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A new palladium catalysis system has been developed for the Suzuki-Miyaura cross-coupling reactions of heteroaryl bromides in aqueous media. The method allows the preparation of a variety of heterobiaryls in good to excellent yields under mild reaction conditions without the use of phosphine ligands. Silica gel is found to be crucial to the successful performance of the reactions and the catalytic system can be reused eighteen times with high efficiency.
引用
收藏
页码：868 / 872
页数：5
相关论文
共 50 条
  • [41] Nickel-Catalyzed Suzuki-Miyaura Coupling of Heteroaryl Ethers with Arylboronic Acids
    Li, Xiao-Jian
    Zhang, Jin-Ling
    Geng, Yu
    Jin, Zhong
    JOURNAL OF ORGANIC CHEMISTRY, 2013, 78 (10): : 5078 - 5084
  • [42] Suzuki-Miyaura Cross-Coupling of Potassium Dioxolanylethyltrifluoroborate and Aryl/Heteroaryl Chlorides
    Fleury-Bregeot, Nicolas
    Oehlrich, Daniel
    Rombouts, Frederik
    Molander, Gary A.
    ORGANIC LETTERS, 2013, 15 (07) : 1536 - 1539
  • [43] Suzuki-Miyaura Coupling Reactions Using Phosphite Ligands
    Jang, Mihee
    Jo, Youngshin
    Oh, Il-Kwon
    Jung, Hyun Min
    Lee, Sunwoo
    SYNTHESIS-STUTTGART, 2009, (12): : 2073 - 2075
  • [44] A highly active catalytic system for Suzuki-Miyaura cross-coupling reactions of aryl and heteroaryl chlorides in water
    Mao, Shu-Lan
    Sun, Yue
    Yu, Guang-Ao
    Zhao, Cui
    Han, Zhi-Jun
    Yuan, Jia
    Zhu, Xiaolei
    Yang, Qihua
    Liu, Sheng-Hua
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2012, 10 (47) : 9410 - 9417
  • [45] Microwave-assisted Suzuki-Miyaura couplings on α-iodoenaminones
    Wang, Xin
    Turunen, Brandon J.
    Leighty, Matthew W.
    Georg, Gunda I.
    TETRAHEDRON LETTERS, 2007, 48 (50) : 8811 - 8814
  • [46] Distinguishing Between Pathways for Transmetalation in Suzuki-Miyaura Reactions
    Carrow, Brad P.
    Hartwig, John F.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (07) : 2116 - 2119
  • [47] Suzuki-Miyaura cross coupling reactions with Phenoldiazonium salts
    Schmidt, Bernd
    Hoelter, Frank
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2011, 9 (13) : 4914 - 4920
  • [48] Microwave accelerated Suzuki-Miyaura reactions of potassium phenyltrifluoroborate
    Harker, Rebecca L.
    Crouch, R. David
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2006, 231
  • [49] Palladium-Schiff-base-silica framework as a robust and recyclable catalyst for Suzuki-Miyaura cross-coupling in aqueous media
    Begum, Tahshina
    Mondal, Manoj
    Gogoi, Pradip K.
    Bora, Utpal
    RSC ADVANCES, 2015, 5 (48): : 38085 - 38092
  • [50] Iron-catalysed enantioselective Suzuki-Miyaura coupling of racemic alkyl bromides
    Iwamoto, Takahiro
    Okuzono, Chiemi
    Adak, Laksmikanta
    Jin, Masayoshi
    Nakamura, Masaharu
    CHEMICAL COMMUNICATIONS, 2019, 55 (08) : 1128 - 1131
12345