Study of the Room-Temperature Synthesis of Oxime Ethers by using a Super Base

被引:2
|
作者
Kosmalski, Tomasz [1 ]
Studzinska, Renata [1 ]
Daniszewska, Natalia [1 ]
Ullrich, Malgorzata [2 ]
Sikora, Adam [3 ]
Marszaell, Michal [3 ]
Modzelewska-Banachiewiciz, Bozena [1 ]
机构
[1] Nicolaus Copernicus Univ, Fac Pharm, Coll Med, Dept Organ Chem, Jurasza 2, PL-85067 Bydgoszcz, Poland
[2] Nicolaus Copernicus Univ, Fac Chem, Dept Organ Chem, Gagarina 7, PL-87100 Torun, Poland
[3] Nicolaus Copernicus Univ, Coll Med, Med Chem Dept, Fac Pharm, Jurasza 2, PL-85067 Bydgoszcz, Poland
来源
CHEMISTRYOPEN | 2018年 / 7卷 / 07期
关键词
green chemistry; NMR spectroscopy; oxime ethers; synthesis; waste prevention; ONE-POT SYNTHESIS; DERIVATIVES; ANTICONVULSANT; INHIBITORS; REDUCTION; ANALOGS; SERIES; ARYL;
D O I
10.1002/open.201800098
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In this study, we present a convenient method for the synthesis of oxime ethers by reacting oximes with various chlorides (alkyl, functionalized alkyl, and benzyl) and with the subsequent use of a super base-pulverized potassium hydroxide in DMSO. The reactions take place at room temperature and the products are obtained in high yields. The final products were received within 2min to 3h. In addition, the compounds do not require chromatographic separation. The structure elucidation of the titled compounds was performed by using (HNMR)-H-1 and (CNMR)-C-13 spectroscopy as well as mass spectrometry. The presented method of synthesis for oxime ethers is environmentally friendly, because neither water cooling or heating of the reaction mixture/solvents (necessary for chromatographic purification) is required. The synthesis can be carried out very easily on a large scale.
引用
收藏
页码:551 / 557
页数:7
相关论文
共 50 条
  • [31] Mechanochemical Synthesis of Maghemite/Silica Nanocomposites: Advanced Materials for Aqueous Room-Temperature Catalysis
    Ojeda, Manuel
    Pineda, Antonio
    Romero, Antonio A.
    Barron, Vidal
    Luque, Rafael
    CHEMSUSCHEM, 2014, 7 (07) : 1876 - 1880
  • [32] Carbon dots mediated room-temperature synthesis of gold nanoparticles in poly(ethylene glycol)
    Jaiswal, Amit
    Gautam, Prateek Kumar
    Ghosh, Siddhartha Sankar
    Chattopadhyay, Arun
    JOURNAL OF NANOPARTICLE RESEARCH, 2013, 16 (01)
  • [33] Recent progress in synthesis and properties of 2D room-temperature ferromagnetic materials
    Lixuesong Han
    Tingting Cheng
    Yiran Ding
    Mengqi Zeng
    Lei Fu
    Science China Chemistry, 2023, 66 : 3054 - 3069
  • [34] Ionic liquid [bmim][NO3], an efficient medium for green and one-pot synthesis of benzothiazinones at room-temperature
    Sharifi, A.
    Abaee, M. S.
    Rouzgard, M.
    Mirzaei, M.
    SCIENTIA IRANICA, 2013, 20 (03) : 555 - 560
  • [35] Room-temperature synthesis of nickel nanoparticles and their use as catalyst for methyl orange dye degradation
    Mondal, Arijit
    Mukherjee, Debasmita
    Mukherjee, Deb Kumar
    INTERNATIONAL JOURNAL OF NANOTECHNOLOGY, 2018, 15 (8-10) : 736 - 746
  • [36] Silver-free synthesis of nitrate-containing room-temperature ionic liquids
    Smith, Nicholas W.
    Gourisankar, Sai P.
    Montchamp, Jean-Luc
    Dzyuba, Sergei V.
    NEW JOURNAL OF CHEMISTRY, 2011, 35 (04) : 909 - 914
  • [37] Stereospecific synthesis of oximes and oxime ethers of 3-azabicycles: A SAR study towards antimicrobial agents
    Parthiban, Paramasivam
    Rathika, Paramasivam
    Ramkumar, Venkatachalam
    Son, Se Mo
    Jeong, Yeon Tae
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2010, 20 (05) : 1642 - 1647
  • [38] A Room-Temperature Stable Y(II) Aryloxide: Using Steric Saturation to Kinetically Stabilize Y(II) Complexes
    Moehring, Samuel A.
    Miehlich, Matthias
    Hoerger, Christopher J.
    Meyer, Karsten
    Ziller, Joseph W.
    Evans, William J.
    INORGANIC CHEMISTRY, 2020, 59 (05) : 3207 - 3214
  • [39] An "On-Cycle" Precatalyst Enables Room-Temperature Polyfluoroarylation Using Sensitive Boronic Acids
    Chen, Liye
    Francis, Haydn
    Carrow, Brad P.
    ACS CATALYSIS, 2018, 8 (04): : 2989 - +
  • [40] RAPID SYNTHESIS OF POLYFUNCTIONALIZED PYRANO[2,3-c]PYRAZOLES VIA MULTICOMPONENT CONDENSATION IN ROOM-TEMPERATURE IONIC LIQUIDS
    Khurana, Jitender M.
    Nand, Bhaskara
    Kumar, Sanjay
    SYNTHETIC COMMUNICATIONS, 2011, 41 (03) : 405 - 410