Green protocol for the synthesis of vicinal-halohydrins from oxiranes using the [Bmim]PF6/LiX reagent system

被引：20
|
作者：
Yadav, JS [1 ]
Reddy, BVS [1 ]
Reddy, CS [1 ]
Rajasekhar, K [1 ]
机构：
[1] Indian Inst Chem Technol, Div Organ Chem, Hyderabad 500007, Andhra Pradesh, India
来源：
CHEMISTRY LETTERS | 2004年 / 33卷 / 04期
关键词：
D O I：
10.1246/cl.2004.476
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Epoxides undergo rapid ring-opening with lithium halides in [bmim]PF6 or [bmim]BF4 ionic liquids under mild and neutral conditions to afford the corresponding vic-halohydrins in high to quantitative yields. The epoxides show enhanced reactivity in ionic liquids thereby reducing reaction times and improving the yields significantly. The recovered ionic liquid can be reused in three to four subsequent runs with consistent activity.
引用
收藏
页码：476 / 477
页数：2
相关论文
共 35 条
  • [1] Green protocol for conjugate addition of Thiols to α,β-Unsaturated ketones using a [Bmim]PF6/H2O system
    Yadav, JS
    Reddy, BVS
    Baishya, G
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (18): : 7098 - 7100
  • [2] Microwave Assisted Preparation and Characterization of Ionic Liquid [Bmim]PF6 and Synthesis and Characterization of Titanium Dioxide Using [Bmim]PF6 as Medium
    Wu Yarui
    Guan Weisheng
    Lin Shu
    [J]. ENVIRONMENTAL BIOTECHNOLOGY AND MATERIALS ENGINEERING, PTS 1-3, 2011, 183-185 : 1662 - +
  • [3] [BMIM][PF6]Promotes the Synthesis of Halohydrin Esters from Diols Using Potassium Halides
    Oromi-Farrus, Mireia
    Eras, Jordi
    Villorbina, Gemma
    Torres, Merce
    Llopis-Mestre, Veronica
    Welton, Tom
    Canela, Ramon
    [J]. ANALYTICAL SCIENCES, 2008, 24 (10) : 1341 - 1345
  • [4] [BMIM][PF6] Promotes the Synthesis of Halohydrin Esters from Diols Using Potassium Halides
    Mireia Oromï-Farrús
    Jordi Eras
    Gemma Villorbina
    Mercè Torres
    Veronica Llopis-Mestre
    Tom Welton
    Ramon Canela
    [J]. Analytical Sciences, 2008, 24 : 1341 - 1345
  • [5] [bmim]PF6/CuBr:: a novel and recyclable catalytic system for the synthesis of propargyl amines
    Yadav, JS
    Reddy, BVS
    Naveenkumar, V
    Rao, RS
    Nagaiah, K
    [J]. NEW JOURNAL OF CHEMISTRY, 2004, 28 (03) : 335 - 337
  • [6] Facile Synthesis of Pyrimidine-Isoxazoline Hybrids in a [bmim][PF6]-Water Biphasic System
    Lanjewar, Kushal
    Rahatgaonkar, Anjali
    Chorghade, Mukund
    Saraf, Binda
    [J]. SYNTHESIS-STUTTGART, 2011, (16): : 2644 - 2650
  • [7] Ionic liquid as reagent.: A green procedure for the regioselective conversion of epoxides to vicinal-halohydrins using [AcMIm]X under catalyst- and solvent-free conditions
    Ranu, BC
    Banerjee, S
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (11): : 4517 - 4519
  • [8] Synthesis of α,β-unsaturated esters from dialkoxyphosphoryl esters and aldehydes in the ionic liquid [bmim][PF6]
    Kryshtal, GV
    Zhdankina, GM
    Zlotin, SG
    [J]. MENDELEEV COMMUNICATIONS, 2002, (05) : 176 - 178
  • [9] Gd(OTf)3-[Bmim][PF6]: A Novel and Recyclable Catalytic System for the Synthesis of Quinolines
    Wu, Jian-Long
    Hou, Rei-Sheu
    Wang, Huey-Min
    Kang, Iou-Jiun
    Chen, Ling-Ching
    [J]. JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 2009, 56 (05) : 867 - 872
  • [10] Clean and efficient synthesis of 3-aminoindolizines in one-pot using recyclable CuCN/[bmim]PF6 system
    Mohammod, Muqeed
    Guguloth, Veeranna
    Vasam, Chandra Sekhar
    Thirukovela, Narasimha Swamy
    [J]. SYNTHETIC COMMUNICATIONS, 2022, 52 (9-10) : 1254 - 1267
1234