A general method for the formation of aryl-sulfur bonds using copper(I) catalysts

被引：422
|
作者：
Bates, CG [1 ]
Gujadhur, RK [1 ]
Venkataraman, D [1 ]
机构：
[1] Univ Massachusetts, Dept Chem, Amherst, MA 01003 USA
来源：
ORGANIC LETTERS | 2002年 / 4卷 / 16期
关键词：
D O I：
10.1021/ol0264105
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
[GRAPHICS] We report a mild, palladium-free synthetic protocol for the cross-coupling reaction of aryl iodides and thiols using 10 mol % Cul and 10 mol % neocuproine, with NaOt-Bu as the base, in toluene at 110 degreesC. Using this protocol, we have shown that a variety of aryl sulfides can be synthesized in excellent yields from readily available iodides and thiols.
引用
收藏
页码：2803 / 2806
页数：4
相关论文
共 50 条
  • [1] A general method for the formation of diaryl selenides using copper(I) catalysts
    Gujadhur, RK
    Venkataraman, D
    TETRAHEDRON LETTERS, 2003, 44 (01) : 81 - 84
  • [2] Cobalt-catalyzed aryl-sulfur bond formation
    Wong, Ying-Chieh
    Jayanth, Thiruvellore Thatai
    Cheng, Chien-Hong
    ORGANIC LETTERS, 2006, 8 (24) : 5613 - 5616
  • [3] General method for the formation of diaryl selenides using copper(I) catalysts.
    Gujadhur, R
    Venkataraman, D
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2003, 225 : U399 - U399
  • [4] Soluble copper(I) catalysts for the formation of aryl-carbon and aryl-nitrogen bonds.
    Venkataraman, D
    Gujadhur, R
    Bates, C
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2001, 222 : U92 - U92
  • [5] Formation of aryl-nitrogen, aryl-oxygen, and aryl-carbon bonds using well-defined copper(I)-based catalysts
    Gujadhur, RK
    Bates, CG
    Venkataraman, D
    ORGANIC LETTERS, 2001, 3 (26) : 4315 - 4317
  • [6] Formation of aryl-nitrogen bonds using a soluble copper(I) catalyst
    Gujadhur, R
    Venkataraman, D
    Kintigh, JT
    TETRAHEDRON LETTERS, 2001, 42 (29) : 4791 - 4793
  • [7] Microwave-assisted simple and efficient ligand free copper nanoparticle catalyzed aryl-sulfur bond formation
    Ranu, Brindaban C.
    Saha, Amit
    Jana, Ranjan
    ADVANCED SYNTHESIS & CATALYSIS, 2007, 349 (17-18) : 2690 - 2696
  • [8] Formation of sulfur-sulfur bonds in copper complexes
    Aullón, G
    Alvarez, S
    EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2004, (22) : 4430 - 4438
  • [9] Polystyrene resin-supported CuI-cryptand 22 complex: a highly efficient and reusable catalyst for the formation of aryl-sulfur bonds in aqueous media
    Rezaei, Nasrin
    Movassagh, Barahman
    TETRAHEDRON LETTERS, 2016, 57 (14) : 1625 - 1628
  • [10] Columnar self-assembly of a 3D-persulfurated coronene asterisk. The dominant role of aryl-sulfur bonds
    Kowalzik, Peter
    Rathgeber, Silke
    Karthaeuser, Silvia
    Waser, Rainer
    Schnaebele, Nicolas
    Raimundo, Jean-Manuel
    Gingras, Marc
    NEW JOURNAL OF CHEMISTRY, 2012, 36 (02) : 477 - 483
12345