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Benzothiazolium salts as reagents for the deoxygenative perfluoroalkylthiolation of alcohols

A series of 2-(perfluoroalkylthio)benzothiazolium (BT-SRF) salts have been synthesized that serve as convenient sources of hitherto underexplored perfluoroalkylthiolate anions. An investigation of their reactivity in a deoxygenative nucleophilic substitution reaction… Click to show full abstract

A series of 2-(perfluoroalkylthio)benzothiazolium (BT-SRF) salts have been synthesized that serve as convenient sources of hitherto underexplored perfluoroalkylthiolate anions. An investigation of their reactivity in a deoxygenative nucleophilic substitution reaction led to the development of an unprecedented process that provides pentafluoroethyl and heptafluoropropyl thioethers directly from readily available alcohols.

Keywords: benzothiazolium salts; perfluoroalkylthiolation alcohols; reagents deoxygenative; deoxygenative perfluoroalkylthiolation; salts reagents; benzothiazolium

Journal Title: Beilstein Journal of Organic Chemistry
Year Published: 2021

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