Trifluoroacetic Anhydride-Catalyzed Oxidation of Isonitriles by DMSO: A Rapid, Convenient Synthesis of Isocyanates
Hoang V. Le and Bruce Ganem*
*Department of Chemistry & Chemical Biology, Baker Laboratory, Cornell University, Ithaca, New York 14853-1301, United States, Email: bg18cornell.edu
H. V. Le, B. Ganem, Org. Lett., 2011, 13, 2584-2585.
DOI: 10.1021/ol200695y (free Supporting Information)
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.
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