Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032, P.R. China.
Angew Chem Int Ed Engl. 2017 Dec 22;56(52):16669-16673. doi: 10.1002/anie.201710186. Epub 2017 Nov 30.
The reaction of thiocarbonyl fluoride, generated from difluorocarbene, with various amines under mild conditions is described. Secondary amines, primary amines, and o-phenylenediamines are converted to thiocarbamoyl fluorides, isothiocyanates, and difluoromethylthiolated heterocycles, respectively. Thiocarbamoyl fluorides were further transformed into trifluoromethylated amines by using a one-pot process. Thiocarbonyl fluoride is generated in situ and is rapidly fully converted in one pot under mild conditions; therefore, no special safety precautions are needed.
描述了二氟卡宾生成的硫羰氟与各种胺在温和条件下的反应。仲胺、伯胺和邻苯二胺分别转化为硫代氨基甲酰氟、异硫氰酸酯和二氟甲基化杂环。硫代氨基甲酰氟通过一锅法进一步转化为三氟甲基化胺。硫羰氟就地生成,并在温和条件下在一锅反应中迅速完全转化;因此,不需要特殊的安全预防措施。