Polymer supported Pd catalyzed carbonylation of aryl bromides for the synthesis of aryl esters and amides

被引:21
|
作者
Islam, Sk Manirul [1 ]
Ghosh, Kajari [1 ]
Roy, Anupam Singha [1 ]
Molla, Rostam Ali [1 ]
机构
[1] Univ Kalyani, Dept Chem, Kalyani 741235, W Bengal, India
来源
RSC ADVANCES | 2014年 / 4卷 / 73期
关键词
CROSS-COUPLING REACTIONS; ATMOSPHERIC-PRESSURE; BOND FORMATION; ALKOXYCARBONYLATION REACTIONS; AMINOCARBONYLATION REACTIONS; VINYLIC HALIDES; CARBON-MONOXIDE; CONTINUOUS-FLOW; PALLADIUM; IODIDES;
D O I
10.1039/c4ra05365f
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A polymer-anchored palladium(II) catalyst was synthesized and characterized using various spectroscopic techniques. Its catalytic activity was evaluated for the alkoxycarbonylation and aminocarbonylation reactions. These carbonylation reactions were carried out for various substituted aryl bromides using alcohols and amines. Both the reactions were optimized by varying the bases, temperature and solvents. These experiments were carried out under high CO pressure. The catalyst was very stable and can be facilely recovered and reused six times without a significant decrease in its activity and selectivity.
引用
收藏
页码:38986 / 38999
页数:14
相关论文
共 50 条
  • [21] Pd-Catalyzed Difluoromethylthiolation of Aryl Chlorides, Bromides and Triflates
    Wu, Jiang
    Lu, Changhui
    Lu, Long
    Shen, Qilong
    [J]. CHINESE JOURNAL OF CHEMISTRY, 2018, 36 (11) : 1031 - 1034
  • [22] A palladium-bisoxazoline supported catalyst for selective synthesis of aryl esters and aryl amides via carbonylative coupling reactions
    Ibrahim, Mansur B.
    Suleiman, Rami
    Fettouhi, Mohammed
    El Ali, Bassam
    [J]. RSC ADVANCES, 2016, 6 (82): : 78826 - 78837
  • [23] Palladium-Catalyzed Carbonylation of Aryl Bromides with N-Substituted Cyanamides
    Lian, Zhong
    Friis, Stig D.
    Lindhardt, Anders T.
    Skrydstrup, Troels
    [J]. SYNLETT, 2014, 25 (09) : 1241 - 1245
  • [24] Direct Access to Aryl Bis(trifluoromethyl)carbinols from Aryl Bromides or Fluorosulfates: Palladium-Catalyzed Carbonylation
    Domino, Katrine
    Veryser, Cedrick
    Wahlqvist, Benjamin A.
    Gaardbo, Cecilie
    Neumann, Karoline T.
    Daasbjerg, Kim
    De Borggraeve, Wim M.
    Skrydstrup, Troels
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2018, 57 (23) : 6858 - 6862
  • [25] Transition-Metal-Free Transformation of Aryl Bromides into Aromatic Esters and Amides via Aryl Trichloromethyl Ketones
    Dohi, Souya
    Moriyama, Katsuhiko
    Togo, Hideo
    [J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2013, 2013 (34) : 7815 - 7822
  • [26] A general palladium-catalyzed carbonylation synthesis of aurones with aryl bromides using CO2
    Huang, Zijun
    Zhou, Jiaxin
    Dong, Junyong
    Liu, Pengtao
    Kuang, Lei
    Fang, Zhengjun
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 2023, 60 (09) : 1619 - 1624
  • [27] Polymer supported triazine based palladium complex catalyzed double carbonylation reaction of halo aryl compounds for the synthesis of α-ketoamides
    Islam, Sk Safikul
    Molla, Rostam Ali
    Ta, Sabyasachi
    Yasmin, Nasima
    Das, Debasis
    Islam, Sk Manirul
    [J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2019, 882 : 18 - 25
  • [28] Practical in situ-generation of phosphinite ligands for palladium-catalyzed carbonylation of (hetero) aryl bromides forming esters
    Wang, Lin
    Neumann, Helfried
    Spannenberg, Anke
    Beller, Matthias
    [J]. CHEMICAL COMMUNICATIONS, 2017, 53 (54) : 7469 - 7472
  • [29] Convenient method for the preparation of Weinreb amides via Pd-catalyzed aminocarbonylation of aryl bromides at atmospheric pressure
    Martinelli, Joseph R.
    Freckmann, Dominique M. M.
    Buchwald, Stephen L.
    [J]. ORGANIC LETTERS, 2006, 8 (21) : 4843 - 4846
  • [30] Catalytic enantioselective synthesis of α-aryl α-hydrazino esters and amides
    Velazquez, Marta
    Alberca, Saul
    Iglesias-Siguenza, Javier
    Fernandez, Rosario
    Lassaletta, Jose M.
    Monge, David
    [J]. CHEMICAL COMMUNICATIONS, 2020, 56 (43) : 5823 - 5826