Transition-Metal-Free Radical Approach for the Synthesis of Isothiocyanates by Pyridinium 1,4-Zwitterionic Thiolates as a Sulfur Source

被引:0
|
作者
Abdiyan Mobarakeh, Fatemeh [1 ]
Khosravi, Hormoz [1 ]
Akbari, Alireza [1 ]
Rominger, Frank [2 ]
Balalaie, Saeed [1 ]
机构
[1] KN Toosi Univ Technol, Peptide Chem Res Inst, Tehran 1969764499, Iran
[2] Heidelberg Univ, Organ Chem Inst, D-69120 Heidelberg, Germany
来源
JOURNAL OF ORGANIC CHEMISTRY | 2025年 / 90卷 / 05期
基金
美国国家科学基金会;
关键词
CATALYZED SYNTHESIS; ISOCYANIDES; ISONITRILES; ANNULATION; DESULFURIZATION; CYCLOADDITION; CHEMISTRY; REAGENT; ACCESS;
D O I
10.1021/acs.joc.4c02593
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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.
引用
收藏
页码:1912 / 1921
页数:10
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