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Benzothiazolium Salts as Reagents for the Deoxygenative Perfluoroalkylthiolation of Alcohols

Benzothiazolium Salts as Reagents for the Deoxygenative Perfluoroalkylthiolation of Alcohols

Benzothiazolium Salts as Reagents for the Deoxygenative Perfluoroalkylthiolation of Alcohols
Image Credit: The Authors

A. Ariamajd,† N. J. Gerwien,† B. Schwabe, S. Dix, M. N. Hopkinson* – 2021

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.

Title
36. Benzothiazolium Salts as Reagents for the Deoxygenative Perfluoroalkylthiolation of Alcohols
Author
A. Ariamajd,† N. J. Gerwien,† B. Schwabe, S. Dix, M. N. Hopkinson*
Publisher
Beilstein-Institut
Date
2021
Identifier
DOI: 10.3762/bjoc.17.8
Source(s)
Citation
Beilstein J. Org. Chem. 2021, 17, 83-88. (Part of the thematic issue "Organo-fluorine chemistry V"; Guest Editor: D. O'Hagan)
Type
Text