An Efficient Copper-Catalyzed Cross-Coupling Reaction of Thiols with Aryl Iodides

被引:49
|
作者
Kao, Hsin-Lun [1 ]
Chen, Chin-Keng [1 ]
Wang, Yu-Jen [1 ]
Lee, Chin-Fa [1 ]
机构
[1] Natl Chung Hsing Univ, Dept Chem, Taichung 402, Taiwan
关键词
Copper; Cross-coupling; Sulfur; Thioethers; Homogeneous catalysis; C-S; BOND FORMATION; NUCLEOPHILIC-SUBSTITUTION; BORONIC ACIDS; PALLADIUM; HALIDES; ARYLATION; LIGAND; COMPLEXES; SYSTEM;
D O I
10.1002/ejoc.201001667
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Commercially available Cu2O powder is a very reactive catalyst for the coupling of thiols to aryl iodides. A variety of functional groups including esters, unprotected amines, alcohols, and heterocycles tolerate the reaction conditions. Moreover, di-ortho-substituted aryl iodides with sterically demanding substrates were also coupled to give the desired aryl thioethers in good to excellent yields.
引用
收藏
页码:1776 / 1781
页数:6
相关论文
共 50 条
  • [1] Diazaphospholane as an Efficient Ligand for Copper-Catalyzed Cross-Coupling of Thiols with Aryl Iodides
    Yang, Minghua
    Pei, Ji
    Yan, Guobing
    Zheng, Yunfa
    [J]. LETTERS IN ORGANIC CHEMISTRY, 2011, 8 (08) : 587 - 591
  • [2] Efficient Copper-Catalyzed Cross-Coupling Reaction of Alkynes with Aryl Iodides
    Lin, Che-Hung
    Wang, Yu-Jen
    Lee, Chin-Fa
    [J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2010, 2010 (23) : 4368 - 4371
  • [4] 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
  • [5] Microwave-Assisted Copper-Catalyzed Cross-Coupling Reaction of Thiols with Aryl Iodides in Water
    Chen, Yi-An
    Badsara, Satpal Singh
    Tsai, Wan-Ting
    Lee, Chin-Fa
    [J]. SYNTHESIS-STUTTGART, 2015, 47 (02): : 181 - 186
  • [6] 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
  • [7] Copper-catalyzed cross-coupling of aryl acetylenes and vinyl iodides
    Venkataraman, D
    Bates, CG
    Saejueng, P
    [J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2004, 227 : U118 - U118
  • [8] Copper-catalyzed cross-coupling of diethyl phosphonate with aryl iodides
    Karlstedt, N. B.
    Beletskaya, I. P.
    [J]. RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2011, 47 (07) : 1011 - 1014
  • [9] Copper-catalyzed cross-coupling of diethyl phosphonate with aryl iodides
    N. B. Karlstedt
    I. P. Beletskaya
    [J]. Russian Journal of Organic Chemistry, 2011, 47 : 1011 - 1014
  • [10] A general rhodium-catalyzed cross-coupling reaction of thiols with aryl iodides
    Lai, Chih-Shin
    Kao, Hsin-Lun
    Wang, Yan-Jhang
    Lee, Chin-Fa
    [J]. TETRAHEDRON LETTERS, 2012, 53 (33) : 4365 - 4367