Transition-metal-free radical approach for the synthesis of isothiocyanates by pyridinium 1,4-zwitterionic thiolates as a sulfur source
Herein, we disclose a novel, mild, transition-metal-free approach to synthesizing diversely functionalized isothiocyanates from the corresponding isocyanide precursors, achieving high to excellent yields (up to 97%). The current method sheds light on the reactivity of pyridinium 1,4-zwitterionic thi...
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| Hauptverfasser: | , , , , |
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| Dokumenttyp: | Article (Journal) |
| Sprache: | Englisch |
| Veröffentlicht: |
January 28, 2025
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| In: |
The journal of organic chemistry
Year: 2025, Jahrgang: 90, Heft: 5, Pages: 1912-1921 |
| ISSN: | 1520-6904 |
| DOI: | 10.1021/acs.joc.4c02593 |
| Online-Zugang: | Verlag, kostenfrei, Volltext: https://doi.org/10.1021/acs.joc.4c02593 Verlag, kostenfrei, Volltext: https://pubs.acs.org/doi/10.1021/acs.joc.4c02593 
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| Verfasserangaben: | Fatemeh Abdiyan Mobarakeh, Hormoz Khosravi, Alireza Akbari, Frank Rominger, and Saeed Balalaie |
| Zusammenfassung: | Herein, we disclose a novel, mild, transition-metal-free approach to synthesizing diversely functionalized isothiocyanates from the corresponding isocyanide precursors, achieving high to excellent yields (up to 97%). The current method sheds light on the reactivity of pyridinium 1,4-zwitterionic thiolates as an unprecedented sulfur source strikingly distinct from their previously known reactivity in ionic annulation reactions, showcasing an innovative approach to organic synthesis. |
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| Beschreibung: | Gesehen am 25.08.2025 |
| Beschreibung: | Online Resource |
| ISSN: | 1520-6904 |
| DOI: | 10.1021/acs.joc.4c02593 |