Department of Chemistry & Chemical Biology, Baker Laboratory, Cornell University , Ithaca, New York 14853-1301, United States.
Org Lett. 2011 May 20;13(10):2584-5. doi: 10.1021/ol200695y. Epub 2011 Apr 14.
A smooth and efficient oxidation of isonitriles to isocyanates by sulfoxides is catalyzed by trifluoroacetic anhydride. With use of DMSO as the oxidant and 5 mol·% TFAA (dichloromethane, -60 to 0 °C), 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.
三氟乙酸酐催化亚砜实现腈的高效氧化,得到异氰酸酯。该方法以 DMSO 为氧化剂,在 5 mol% TFAA(二氯甲烷,-60 到 0 °C)的条件下,几分钟内即可完成反应,仅生成二甲基硫醚作为副产物。新生成的异氰酸酯可直接使用,也可通过溶剂蒸发以高纯度分离得到。