Cascade iodination-fluorination synthesis of 2-fluorothiophene and 5-fluoro-2-thienyliodonium salts |
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Authors: | Petro P Onys’ko Yuliya V Rassukana |
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Institution: | a Institute of Organic Chemistry of the National Academy of Sciences of Ukraine, 02094, 5 Murmanskaya St., Kiev, Ukraine b Oak Ridge National Laboratory, Oak Ridge, TN 37831-6242, USA |
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Abstract: | The first synthesis of fluorine-containing 2-thienyliodonium salts was accomplished using cascade iodination-fluorination. According to this methodology, thiophene is first converted to bis(2-thienyl)iodonium hexafluorophosphate using an electrophilic iodination reaction. Upon heating with potassium fluoride, this salt undergoes regioselective fluorination producing 2-fluorothiophene. 2-Fluorothiophene is then iodinated again to yield fluorothienyliodonium salts. |
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Keywords: | Iodonium salts Thiophene Fluorination Iodination |
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