Interaction of Difluorocarbene with the Thiocyanate Anion: Access to a Silicon Reagent Bearing the Isothiocyanate Group

Interaction of Difluorocarbene with the Thiocyanate Anion: Access to a Silicon Reagent Bearing the Isothiocyanate Group

The reaction between (bromodifluoromethyl)­trimethylsilane (TMSCF2Br) and potassium thiocyanate providing TMSCF2NCS is described. The process involves the interaction of difluorocarbene with the nitrogen atom of the thiocyanate anion. The obtained silicon reagent served as a source of the fluorinate...

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Veröffentlicht in:Organic letters 2024-12, Vol.26 (49), p.10589-10593
Hauptverfasser: Trifonov, Alexey L., Dilman, Alexander D.
Format: Artikel
Sprache:eng
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Zusammenfassung:The reaction between (bromodifluoromethyl)­trimethylsilane (TMSCF2Br) and potassium thiocyanate providing TMSCF2NCS is described. The process involves the interaction of difluorocarbene with the nitrogen atom of the thiocyanate anion. The obtained silicon reagent served as a source of the fluorinated group and difluorocarbene in the reaction with N-alkyl imines, affording 2-(difluoromethylthio)-4-fluoroimidazoles.
ISSN:1523-7060
1523-7052
1523-7052
DOI:10.1021/acs.orglett.4c04038