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An Efficient One-Pot Synthesis of Oxime Ethers from Alcohols Using Triphenylphosphine/Carbon Tetrachloride

Mohammad Navid Soltani Rad*, Ali Khalafi-Nezhad, Fatemeh Karimitabar, Somayeh Behrouz

*Department of Chemistry, Faculty of Basic Sciences, Shiraz University of Technology, Shiraz 71555-313, Iran, Email:

M. N. S. Rad, A. A. Khalafi-Nezhad, F. Karimitabar, S. Behrouz, Synthesis, 2010, 1724-1730.

DOI: 10.1055/s-0029-1218711


Treatment of alcohols with a mixture of triphenylphosphine, carbon tetrachloride, oxime, and DBU in the presence of catalytic amounts of tetrabutylammonium iodide in refluxing acetonitrile regioselectively furnishes the corresponding O-alkyl ethers in good yields.

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Key Words

oxime, alcohol, O-alkylation, triphenylphosphine, carbon tetrachloride, DBU

ID: J66-Y2010-1470