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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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Bibliographic Details
Main Authors: Mobarakeh, Fatemeh Abdiyan (Author) , Khosravi, Hormoz (Author) , Akbari, Alireza (Author) , Rominger, Frank (Author) , Balalaie, Saeed (Author)
Format: Article (Journal)
Language:English
Published: January 28, 2025
In: The journal of organic chemistry
Year: 2025, Volume: 90, Issue: 5, Pages: 1912-1921
ISSN:1520-6904
DOI:10.1021/acs.joc.4c02593
Online Access: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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Author Notes:Fatemeh Abdiyan Mobarakeh, Hormoz Khosravi, Alireza Akbari, Frank Rominger, and Saeed Balalaie
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Summary: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.
Item Description:Gesehen am 25.08.2025
Physical Description:Online Resource
ISSN:1520-6904
DOI:10.1021/acs.joc.4c02593

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