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| SHORTPAPER | Synthesis 2004: 1747-1749
DOI: 10.1055/s-2004-829122 |
© Georg Thieme Verlag Stuttgart · New York
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Novel and Highly Selective Conversion of Alcohols and Thiols to Alkyl Nitrites with Triphenylphosphine/2,3-Dichloro-5,6-dicyanobenzoquinone/Bu4 NNO2 System
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| Batool Akhlaghinia*, Ali Reza Pourali |
Department of Chemistry, Damghan University of Basic Sciences, Damghan, Iran
Fax: +98(232)5244787; e-Mail: b_akhlaghinia@dubs.ac.ir;
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Received
16 March 2004 |
Abstract
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 is highly selective for the conversion of primary alcohols to alkyl nitrites in the presence of secondary and tertiary alcohols and thiols. Key words
triphenylphosphine - 2,3-dichloro-5,6-dicyanobenzoquinone - alkyl nitrite - alcohol - thiol
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