C-S cross-coupling of thiols with aryl iodides under ligand-free conditions using nano copper oxide as a recyclable catalyst in ionic liquid

被引:51
|
作者
Schwab, Ricardo S. [1 ]
Singh, Devender [1 ]
Alberto, Eduardo E. [1 ]
Piquini, Paulo [3 ]
Rodrigues, Oscar E. D. [1 ]
Braga, Antonio L. [1 ,2 ]
机构
[1] Univ Fed Santa Maria, Dept Quim, BR-97105900 Santa Maria, RS, Brazil
[2] Univ Fed Santa Catarina, Dept Quim, BR-88040900 Florianopolis, SC, Brazil
[3] Univ Fed Santa Maria, Dept Fis, BR-97105900 Santa Maria, RS, Brazil
关键词
BOND FORMATION; PALLADIUM NANOPARTICLES; CONTAINING OXAZOLINES; SYNTHETIC METHODS; ACID-DERIVATIVES; EFFICIENT METHOD; HALIDES; NICKEL; SYSTEM; AMIDES;
D O I
10.1039/c1cy00091h
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
A recyclable copper nanopowder catalyst in ionic liquid is effective for promotion of the cross-coupling reaction of various thiols with aryl iodides under ligand-free conditions. Compared to the usual organic solvents, [bmmim]BF4 exhibited higher performance with the advantage of being able to be reused for up to four successive runs.
引用
收藏
页码:569 / 573
页数:5
相关论文
共 50 条
  • [1] Nano Indium Oxide as a Recyclable Catalyst for C-S Cross-Coupling of Thiols with Aryl Halides under Ligand Free conditions
    Reddy, Vutukuri Prakash
    Kumar, Akkilagunta Vijay
    Swapna, Kokkirala
    Rao, Kakulapati Rama
    [J]. ORGANIC LETTERS, 2009, 11 (08) : 1697 - 1700
  • [2] Palladium on Charcoal as a Recyclable Catalyst for C-S Cross-Coupling of Thiols with Aryl Halides under Ligand-Free Conditions
    Jiang, Zheng
    She, Jin
    Lin, Xufeng
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2009, 351 (16) : 2558 - 2562
  • [3] Recyclable Iron/Graphite Catalyst for C-S Cross Coupling of Thiols with Aryl Halides under Ligand-Free Conditions
    Akkilagunta, Vijay Kumar
    Reddy, Vutukuri Prakash
    Rao, Kakulapati Rama
    [J]. SYNLETT, 2010, (08) : 1260 - 1264
  • [4] Ligand-free copper-catalyzed C-S coupling of aryl iodides and thiols
    Sperotto, Elena
    van Klink, Gerard P. M.
    de Vries, Johannes G.
    van Koten, Gerard
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (14): : 5625 - 5628
  • [5] Copper-Catalyzed Cross-Coupling Reaction of Thiols with Aryl Iodides under Ligand-Free Conditions
    Huang, Yu-Ting
    Tsai, Wan-Ting
    Badsara, Satpal Singh
    Chan, Chien-Ching
    Lee, Chin-Fa
    [J]. JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 2014, 61 (09) : 967 - 974
  • [6] Efficient ligand-free nickel-catalyzed C-S cross-coupling of thiols with aryl iodides
    Jammi, Suribabu
    Barua, Priyanka
    Rout, Laxmidhar
    Saha, Prasenjit
    Punnlyamurthy, Tharmalingam
    [J]. TETRAHEDRON LETTERS, 2008, 49 (09) : 1484 - 1487
  • [7] Unexpectedly ligand-free copper-catalyzed C-S cross-coupling of benzothiazole with aryl iodides in aqueous solution
    Feng, Yi-Si
    Qi, Hong-Xia
    Wang, Wei-Cheng
    Liang, Yu-Feng
    Xu, Hua-Jian
    [J]. TETRAHEDRON LETTERS, 2012, 53 (23) : 2914 - 2917
  • [8] Efficient ligand-free copper-catalyzed C-S cross-coupling of thiols with aryl iodides using KF/Al2O3 as base
    Feng, Yi-Si
    Li, Yuan-Yuan
    Tang, Lin
    Wu, Wei
    Xu, Hua-Jian
    [J]. TETRAHEDRON LETTERS, 2010, 51 (18) : 2489 - 2492
  • [9] Efficient copper-catalyzed C-S cross-coupling of heterocyclic thiols with aryl iodides
    Niu, Liang-Feng
    Cai, Yan
    Liang, Chao
    Hui, Xin-Ping
    Xu, Peng-Fei
    [J]. TETRAHEDRON, 2011, 67 (16) : 2878 - 2881
  • [10] Recyclable Heterogeneous Iron Catalyst for C-N Cross-Coupling under Ligand-Free Conditions
    Swapna, K.
    Kumar, A. Vijay
    Reddy, V. Prakash
    Rao, K. Rama
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2009, 74 (19): : 7514 - 7517