Palladium-Catalyzed Direct Arylation of Heteroarenes with Aryl Mesylates

被引：89
|
作者：
So, Chau Ming [1 ,2 ]
Lau, Chak Po [1 ,2 ]
Kwong, Fuk Yee [1 ,2 ]
机构：
[1] Hong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Kowloon, Hong Kong, Peoples R China
[2] Hong Kong Polytech Univ, State Key Lab Chirosci, Kowloon, Hong Kong, Peoples R China
来源：
CHEMISTRY-A EUROPEAN JOURNAL | 2011年 / 17卷 / 03期
关键词：
aryl mesylates; C-H activation; direct arylation; heterocycles; palladium; CROSS-COUPLING REACTIONS; ADENOSINE RECEPTOR ANTAGONISTS; CARBON-HYDROGEN BONDS; C-H; SUZUKI-MIYAURA; ROOM-TEMPERATURE; ARYLBORONIC ACIDS; PHOSPHINE-FREE; HEPARANASE INHIBITORS; MECHANISTIC INSIGHTS;
D O I：
10.1002/chem.201002354
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Not so challenging after all! The first general examples of the direct arylation of heteroarenes by using challenging aryl mesylates as electrophiles are disclosed. These easy reaction conditions also allow the functionalization of other heterocycles, such as caffeine, triazole and benzathiazole (see scheme). Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码：761 / 765
页数：5
相关论文
共 50 条
  • [1] Palladium-Catalyzed Direct α-Arylation of Arylacetonitriles with Aryl Tosylates and Mesylates
    Yuen, On Ying
    Chen, Xiangmeng
    Wu, Junyu
    So, Chau Ming
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2020, 2020 (12) : 1912 - 1916
  • [2] Palladium-catalyzed direct arylation of polyfluoroarenes with aryl tosylates and mesylates
    Lee, Dong Sheng
    Choy, Pui Ying
    So, Chau Ming
    Wang, Jun
    Lau, Chak Po
    Kwong, Fuk Yee
    RSC ADVANCES, 2012, 2 (24): : 9179 - 9182
  • [3] Palladium-Catalyzed Direct Arylations of Heteroarenes with Tosylates and Mesylates
    Ackermann, Lutz
    Althammer, Andreas
    Fenner, Sabine
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (01) : 201 - 204
  • [4] Palladium-catalyzed amination of aryl mesylates
    So, Chau Ming
    Zhou, Zhongyuan
    Lau, Chak Po
    Kwong, Fuk Yee
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (34) : 6402 - 6406
  • [5] Palladium-catalyzed direct arylation of phenols with aryl iodides
    Long, Rongrong
    Yan, Xufei
    Wu, Zhiqing
    Li, Zhengkai
    Xiang, Haifeng
    Zhou, Xiangge
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2015, 13 (12) : 3571 - 3574
  • [6] Palladium-catalyzed direct arylation of thiazoles with aryl bromides
    Yokooji, A
    Okazawa, T
    Satoh, T
    Miura, M
    Nomura, M
    TETRAHEDRON, 2003, 59 (30) : 5685 - 5689
  • [7] Palladium-Catalyzed Direct Arylation of N-Heteroarenes with Arylsulfonyl Hydrazides
    Liu, Bo
    Li, Jian
    Song, Feijie
    You, Jingsong
    CHEMISTRY-A EUROPEAN JOURNAL, 2012, 18 (35) : 10830 - 10833
  • [8] Palladium-catalyzed carbonylation of aryl tosylates and mesylates
    Munday, Rachel H.
    Martinelli, Joseph R.
    Buchwald, Stephen L.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (09) : 2754 - +
  • [9] Palladium-catalyzed carbonylation of aryl tosylates and mesylates
    Munday, Rachel H.
    Martinelli, Joseph R.
    Buchwald, Stephen L.
    Journal of the American Chemical Society, 2008, 130 (09): : 2754 - 2755
  • [10] Palladium-Catalyzed Phosphorylation of Aryl Mesylates and Tosylates
    Fu, Wai Chung
    So, Chau Ming
    Kwong, Fuk Yee
    ORGANIC LETTERS, 2015, 17 (23) : 5906 - 5909
12345