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Synthesis of Nitrites

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Alkyl nitrites were prepared in good to excellent yields by treatment of alcohols and thiols with triphenylphosphine/2,3-dichloro-5,6-dicyanobenzoquinone/Bu4NNO2 in acetonitrile. This method allows a selective conversion of primary alcohols in the presence of secondary and tertiary alcohols and thiols.
B. Akhlaghinia, A. R. Pourali, Synthesis, 2004, 1747-1749.