4.7 Article

Bench-Stable Electrophilic Reagents for the Direct Di- and Trifluoroethylthiolation of Indoles

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WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.202300586

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Chalcogens; Electrophilic reagents; Fluorine; Fluoroalkylthiolation; Indoles

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Two saccharine-based electrophilic reagents have been developed for the direct introduction of SCH2CF3 and SCH2CF2H motifs via a C-S bond forming reaction. Large-scale preparation and reactivity performance have been examined, enabling access to a series of indoles through open-flask reactions. Sulfone and sulfoxide analogs (S(O)(n)CH2RF, n=1,2) are also accessible by sequential oxidation reactions.
Two saccharine-based electrophilic reagents were developed for the direct introduction of SCH2CF3 and SCH2CF2H motifs via a C-S bond forming reaction. Their large-scale preparation and reactivity performance has been carefully examined, enabling access to a series of indoles through open-flask reactions. Sulfone and sulfoxide analogs (S(O)(n)CH2RF, n=1,2) are also accessible by sequential oxidation reactions.

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