Interaction of Difluorocarbene with the Thiocyanate Anion: Access to a Silicon Reagent Bearing the Isothiocyanate Group
The reaction between (bromodifluoromethyl)trimethylsilane (TMSCF<sub>2</sub>Br) and potassium thiocyanate providing TMSCF<sub>2</sub>NCS 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 <i>N</i>-alkyl imines, affording 2-(difluoromethylthio)-4-fluoroimidazoles.
Authors
- Alexander D. Dilman (ORCID: https://orcid.org/0000-0001-8048-7223)
- Alexey L. Trifonov (ORCID: https://orcid.org/0009-0002-5780-4205)
Institutions
- N.D. Zelinsky Institute of Organic Chemistry (RU)
Publication Details
- Journal
- Organic Letters
- Published
- 2024-11-26
- DOI
- https://doi.org/10.1021/acs.orglett.4c04038
- Citations
- 3
- Primary Topic
- Fluorine in Organic Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.62
Funders
- Russian Science Foundation