Categories: C-N Bond Formation >
Synthesis of isocyanates
Recent Literature

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.
B. Akhlaghinia, Synthesis, 2005,
1955-1958.
Related

A smooth and efficient oxidation of isonitriles to isocyanates by DMSO as the
oxidant is catalyzed by trifluoroacetic anhydride. The process is complete in a
few minutes, forming dimethyl sulfide as the only byproduct. The newly formed
isocyanates may be used directly or isolated in high purity by solvent
evaporation.
H. V. Le, B. Ganem, Org. Lett., 2011,
13, 2584-2585.
