A novel indium-catalyzed Sonogashira coupling reaction, effected in the absence of a copper salt, phosphine ligand and palladium

被引:39
作者
Borah, HN [1 ]
Prajapati, D [1 ]
Boruah, RC [1 ]
机构
[1] Reg Res Lab, Dept Med Chem, Jorhat 785006, Assam, India
关键词
Sonogashira coupling reaction; indium trichloride; aryl halides; terminal alkynes;
D O I
10.1055/s-2005-918948
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient copper-, phosphine ligand- and palladium-free indium-catalyzed Sonogashira coupling reaction has been developed in the presence of 1 mol% indium trichloride. Coupling of various aryl halides with terminal alkynes afforded the corresponding aryl alkynes in moderate to excellent yields.
引用
收藏
页码:2823 / 2825
页数:3
相关论文
共 46 条
  • [1] AN EFFICIENT PALLADIUM-CATALYZED REACTION OF VINYL AND ARYL HALIDES OR TRIFLATES WITH TERMINAL ALKYNES
    ALAMI, M
    FERRI, F
    LINSTRUMELLE, G
    [J]. TETRAHEDRON LETTERS, 1993, 34 (40) : 6403 - 6406
  • [2] ALANI A, 1995, TETRAHEDRON LETT, V34, P6403
  • [3] NEW SYNTHETIC APPLICATIONS OF WATER-SOLUBLE ACETATE PD/TPPTS CATALYST GENERATED IN-SITU - EVIDENCE FOR A TRUE PD(0) SPECIES INTERMEDIATE
    AMATORE, C
    BLART, E
    GENET, JP
    JUTAND, A
    LEMAIREAUDOIRE, S
    SAVIGNAC, M
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (21) : 6829 - 6839
  • [4] A reassessment of the transition-metal free Suzuki-type coupling methodology
    Arvela, RK
    Leadbeater, NE
    Sangi, MS
    Williams, VA
    Granados, P
    Singer, RD
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (01) : 161 - 168
  • [5] FACILE SYNTHESIS OF ETHYNYLATED BENZOIC-ACID DERIVATIVES AND AROMATIC-COMPOUNDS VIA ETHYNYLTRIMETHYLSILANE
    AUSTIN, WB
    BILOW, N
    KELLEGHAN, WJ
    LAU, KSY
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (11) : 2280 - 2286
  • [6] The pyridinium reduction route to alkaloids:: a synthesis of (±)-tashiromine
    Bates, RW
    Boonsombat, J
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2001, (07): : 654 - 656
  • [7] BLEICHER L, 1995, SYNLETT, P1115
  • [8] A practical and efficient synthesis of the selective neuronal acetylcholine-gated ion channel agonist (S)-(-)-5-ethynyl-3-(1-methyl-2-pyrrolidinyl)pyridine maleate (SIB-1508Y)
    Bleicher, LS
    Cosford, NDP
    Herbaut, A
    McCallum, JS
    McDonald, IA
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (04) : 1109 - 1118
  • [9] Böhm VPW, 2000, EUR J ORG CHEM, V2000, P3679, DOI 10.1002/1099-0690(200011)2000:22<3679::AID-EJOC3679>3.0.CO
  • [10] 2-X