Pd/C-catalyzed cyanation of aryl halides in aqueous PEG

被引：95
|
作者：
Chen, Gong [1 ]
Weng, Jiang [1 ]
Zheng, Zhanchao [1 ]
Zhu, Xinhai [1 ]
Cai, Yaoyao [1 ]
Cai, Jiwen [1 ]
Wan, Yiqian [1 ]
机构：
[1] Sun Yat Sen Univ, Sch Chem & Chem Engn, Guangzhou 510275, Guangdong, Peoples R China
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2008年 / 2008卷 / 20期
关键词：
palladium; cyanides; water chemistry; microwaves; sustainable chemistry;
D O I：
10.1002/ejoc.200800295
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An environmentally friendly Pd/C-PEG-H2O system was developed for the cyanation of aryl halides under microwave irradiation. A wide range of aryl bromides, iodides, and some activated chlorides were demonstrated to be cyanated smoothly by using nontoxic K-4[Fe(CN)(6)]center dot 3H(2)O as the cyanide source. There is no phosphorus- or nitrogen-containing ligand or solvent involved. Moreover, this reaction can be carried out without the protection of inert atmosphere. ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008).
引用
收藏
页码：3524 / 3528
页数：5
相关论文
共 50 条
  • [1] Development of Pd/C-Catalyzed Cyanation of Aryl Halides
    Yu, Hannah
    Richey, Rachel N.
    Miller, William D.
    Xu, Jiansheng
    May, Scott A.
    JOURNAL OF ORGANIC CHEMISTRY, 2011, 76 (02): : 665 - 668
  • [2] Pd/C-Catalyzed methoxycarbonylation of aryl chlorides
    Ai, Han-Jun
    Franke, Robert
    Wu, Xiao-Feng
    MOLECULAR CATALYSIS, 2020, 493
  • [3] Pd/C-catalyzed room-temperature hydrodehalogenation of aryl halides with hydrazine hydrochloride
    Cellier, PP
    Spindler, JF
    Taillefer, M
    Cristau, HJ
    TETRAHEDRON LETTERS, 2003, 44 (38) : 7191 - 7195
  • [4] Pd/C-catalyzed reductive coupling of aryl halides using formic hydrazide as reducing agent
    Zhu, Wen-Fang
    Qiao, Jiang-Bin
    Zhuo, Guang-Lan
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2008, 28 (07) : 1259 - 1263
  • [5] Pd/C-Catalyzed Carbonylative Esterification of Aryl Halides with Alcohols by Using Oxiranes as CO Sources
    Min, Byul-Hana
    Kim, Dong-Su
    Park, Hyo-Soon
    Jun, Chul-Ho
    CHEMISTRY-A EUROPEAN JOURNAL, 2016, 22 (18) : 6234 - 6238
  • [6] Pd/C-Catalyzed Ligand-Free Hiyama Cross-Coupling Reaction of Aryl Halides Under Aqueous Conditions
    Mittapelly, Nagaraju
    Mukkanti, Khagga
    Reguri, Buchi Reddy
    ASIAN JOURNAL OF CHEMISTRY, 2014, 26 (04) : 1015 - 1018
  • [7] Pd-Catalyzed Cyanation of (Hetero)Aryl Halides by Using Biphosphine Ligands
    Zhang, Shaoke
    Neumann, Helfried
    Beller, Matthias
    CHEMISTRY-A EUROPEAN JOURNAL, 2018, 24 (01) : 67 - 70
  • [8] Pd/C-catalyzed hydrodehalogenation of aromatic halides in aqueous solutions at room temperature under normal pressure
    Xia, CH
    Xu, H
    Wu, WZ
    Liang, XM
    CATALYSIS COMMUNICATIONS, 2004, 5 (08) : 383 - 386
  • [9] Tandem Pd/C-catalyzed reductive coupling and dehalogenation of benzylic halides
    Joshi, AV
    Baidossi, M
    Taha, N
    Mukhopadhyay, S
    Sasson, Y
    SYNTHETIC COMMUNICATIONS, 2005, 35 (20) : 2715 - 2722
  • [10] Mild Palladium-Catalyzed Cyanation of (Hetero)aryl Halides and Triflates in Aqueous Media
    Cohen, Daniel T.
    Buchwald, Stephen L.
    ORGANIC LETTERS, 2015, 17 (02) : 202 - 205
12345