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| PAPER | Synthesis 2005: 1955-1958
DOI: 10.1055/s-2005-869906 |
© Georg Thieme Verlag Stuttgart · New York
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A New and Convenient Method of Generating Alkyl Isocyanates from Alcohols, Thiols and Trimethylsilyl Ethers Using Triphenylphosphine/2,3-Dichloro-5,6-dicyanobenzoquinone/Bu4NOCN
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| Batool Akhlaghinia* |
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 February 2005 |
Abstract
Alkyl isocyanates are prepared in good to excellent yields by treatment of alcohols, thiols and trimethylsilyl ethers with triphenylphosphine/2,3-dichloro-5,6-dicyanobenzoquinone/Bu4NOCN in acetonitrile. This method is highly selective for conversion of primary alcohols to alkyl isocyanates in the presence of secondary and tertiary alcohols, thiols and trimethysilyl ethers. Key words
triphenylphosphine - 2,3-dichloro-5,6-dicyanobenzoquinone - alcohol - thiol - trimethylsilyl ether - alkyl isocyanate
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