Benzothiazolium salts as reagents for the deoxygenative perfluoroalkylthiolation of alcohols

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

• alcohols
• benzothiazolium salts
• deoxygenative reactions
• fluorine
• perfluoroalkylthiolation
• thioethers