Zhao Xin, Shou Jia-Yi, Newton Josiah J, Qing Feng-Ling
Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Science, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032, China.
Department of Chemistry, Simon Fraser University, 8888 University Drive, Burnaby, BC V5A 1S6, Canada.
Org Lett. 2022 Nov 18;24(45):8412-8416. doi: 10.1021/acs.orglett.2c03540. Epub 2022 Nov 4.
-Trifluoromethyltetrafluorosulfanyl chloride (-CFSFCl) is a unique reagent for the incorporation of the CFSF group into organic compounds. However, CFSFCl was prepared from hazardous reagents or formed as mixture of and isomers in low yield. Herein, a silver-promoted selective synthesis of -CFSFCl under safe gas-reagent-free conditions is described. Furthermore, the synthetic application of -CFSFCl is demonstrated through the new trifluoromethyltetrafluorosulfanylation of α-diazo carbonyl compounds.
三氟甲基四氟硫烷基氯(-CFSFCl)是一种将CFSF基团引入有机化合物的独特试剂。然而,CFSFCl是由危险试剂制备而成,或以异构体混合物形式形成,产率较低。本文描述了在无气体试剂的安全条件下,通过银促进的方法选择性合成-CFSFCl。此外,通过α-重氮羰基化合物的新型三氟甲基四氟硫烷基化反应,展示了-CFSFCl的合成应用。