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Some fluorinated heterocyclic and acyclic derivatives of chlorocarbonylsulfenyl chloride
Institution:1. College of Pharmacy, Dalian Medical University, Dalian 116044, PR China;2. Department of Respiratory Medicine, The First Affiliated Hospital of Dalian Medical University, Dalian 116011, PR China;1. Department of Applied Chemistry, Amity School of Applied Sciences, Amity University Haryana, 122413, India;2. School of Chemistry, Faculty of Exact Sciences, Tel Aviv University 6997801, Israel;1. Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of Ministry of Education, College of Chemistry and Materials Science, Northwest University, Xi’an 710127, China;2. School of Chemistry and Chemical Engineering, Ningxia University, Yinchuan 750021, China;1. State Key Laboratory of Fine Chemicals and School of Chemical Engineering, Dalian University of Technology, 2 Linggong Road, Dalian 116012, PR China;2. State Key Laboratory of Supramolecular Structure and Materials, College of Chemistry, Jilin University, Changchun 130012, PR China;1. Department of Medicinal Chemistry, State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zuchongzhi Road, Shanghai 201203, China;2. University of Chinese Academy of Sciences, 19 Yuquan Road, Beijing 100049, China;3. Drug Discovery and Design Center, State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zuchongzhi Road, Shanghai 201203, China;4. School of Life and Technology, Harbin Institute of Technology, Harbin 150001, China;5. Department of Cancer Biology, Dana-Farber Cancer Institute, Boston, MA 02215, USA;6. Jiangsu Key Laboratory for High Technology Research of TCM Formulae, Nanjing University of Chinese Medicine, 138 Xianlin Road, Nanjing 210023, China;7. Department of Analytical Chemistry, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zuchongzhi Road, Shanghai 201203, China;8. Open Studio for Druggability Research of Marine Natural Products, Pilot National Laboratory for Marine Science and Technology (Qingdao), 1 Wenhai Road, Aoshanwei, Jimo, Qingdao 266237, China;1. College of Pharmacy, Dalian Medical University, Dalian 116044, PR China;2. Department of Respiratory Medicine, The First Affiliated Hospital of Dalian Medical University, Dalian 116011, PR China
Abstract:For the first time, fluorinated oxathialones, polyfluoroalkylchlorothioformates, chlorocarbonylpolyfluoroalkylsulfenate esters, a chlorocarbonylhexafluoroisopropylidenimino sulfenate, and a 5-tri-fluoromethyl-2-oxo-1,3,4-oxathiazole were synthesized by reacting chlorocarbonylsulfenyl chloride with RfC(O)CH2C(O)R′ (Rf = CF3; R'= CF3, OC2H5), RfO-Li+ (Rf = CF3CH2, (CF3)2C=N-Li+ and CF3C(O)NH2. Perfluorosuccinic acid and mercury(II) trifluoroacetate with ClC(O)SCI gave their respective anhydrides.
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