Clean and Economic Synthesis of N-sulfonyl Isothioureas from Isocyanides, Sulfonamides and Disulfides

Changping Xun; Zhibin Nong; Kun Hu; Wenfeng Lv; Jiajun Zhao; Zhengnan Yin; Jingwei Lv; Feng Jiang; Qingwen Gui

doi:10.1039/d5qo00867k

January 1, 2025Organic Chemistry Frontiers

Clean and Economic Synthesis of N-sulfonyl Isothioureas from Isocyanides, Sulfonamides and Disulfides

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Key Points

This reaction efficiently creates N-sulfonyl isothioureas from isocyanides and sulfonamides, showing effective synthesis.
An N-to-N [1,3]-H shift was uniquely observed during the synthesis, enhancing the reaction's significance.
The approach utilizes a redox catalyst (nBu4NI) and demonstrates electrochemical processes in organic synthesis.
Findings may enable broader applications in chemical synthesis, indicating potential for more efficient pathways.

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Implication

Electrochemical synthesis produced N-sulfonyl isothioureas from isocyanides and sulfonamides, indicating a new method.

Abstract

An electrochemical three-component reaction involving isocyanides, sulfonamides and disulfides was developed, using nBu4NI as a redox catalyst and electrolyte. A rare of N-to-N [1,3]-H shift was observed in this transformation....

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Xun et al. (2025) studied this question.

synapsesocial.com/papers/68bb3d682b87ece8dc956a7e https://doi.org/10.1039/d5qo00867k

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Clean and Economic Synthesis of N-sulfonyl Isothioureas from Isocyanides, Sulfonamides and Disulfides

Key Points

Ask about this paper

Implication

Abstract

Discussion

Cite This Study

Clean and Economic Synthesis of N-sulfonyl Isothioureas from Isocyanides, Sulfonamides and Disulfides

Key Points

Ask about this paper

Implication

Abstract

Discussion

Cite This Study

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