24367-50-8Relevant articles and documents
Importance of a Fluorine Substituent for the Preparation of meta- and para-Pentafluoro-λ6-sulfanyl-Substituted Pyridines
Kosobokov, Mikhail,Cui, Benqiang,Balia, Andrii,Matsuzaki, Kohei,Tokunaga, Etsuko,Saito, Norimichi,Shibata, Norio
, p. 10781 - 10785 (2016)
Although there are ways to synthesize ortho-pentafluoro-λ6-sulfanyl (SF5) pyridines, meta- and para-SF5-substituted pyridines are rare. We disclose herein a general route for their synthesis. The fundamental synthetic approach is the same as reported methods for ortho-SF5-substituted pyridines and SF5-substituted arenes, that is, oxidative chlorotetrafluorination of the corresponding disulfides to give pyridylsulfur chlorotetrafluorides (SF4Cl-pyridines), followed by chloride/fluoride exchange with fluorides. However, the trick in this case is the presence on the pyridine ring of at least one fluorine atom, which is essential for the successful transformation of the disulfides into m-and p-SF5-pyridines. After enabling the synthesis of an SF5-substituted pyridine, ortho-F groups can be efficiently substituted by C, N, S, and O nucleophiles through an SNAr pathway. This methodology provides access to a variety of previously unavailable SF5-substituted pyridine building blocks.
Synthesis of disulfides and diselenides by copper-catalyzed coupling reactions in water
Li, Zhengkai,Ke, Fang,Deng, Hang,Xu, Hualong,Xiang, Haifeng,Zhou, Xiangge
supporting information, p. 2943 - 2946 (2013/07/25)
A simple and efficient protocol for copper-catalyzed coupling reactions between aryl halides and elemental sulfur or selenium has been developed. A variety of disulfides and diselenides can be obtained in moderate to excellent yields up to 96%. The Royal Society of Chemistry 2013.
