Base‐Mediated Cascade Reaction of CF<sub>3</sub>‐Imidoyl Sulfoxonium Ylides and Diimides for the Synthesis of Functionalized Amidines

Abstract A base‐mediated cascade reaction of CF 3 ‐imidoyl sulfoxonium ylides (TFISYs) and diimides has been developed for the preparation of functionalized amidines. In the transformation, a cascade nucleophilic addition and subsequent [2,3]‐sigmatropic rearrangement of sulfoxonium ylide occur to enable an intramolecular migration of dimethyl sulfoxide (DMSO). The unexpected result of the developed protocol demonstrates the chameleonic reactivity of TFISYs.

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Publication Details

Journal
Advanced Synthesis & Catalysis
Published
2024-10-06
DOI
https://doi.org/10.1002/adsc.202400996
Citations
4
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
0.83

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article

Base‐Mediated Cascade Reaction of CF3‐Imidoyl Sulfoxonium Ylides and Diimides for the Synthesis of Functionalized Amidines

Zhengkai Chen, Qihua Chen, Sihao Ling
4 citations
Advanced Synthesis & Catalysis
Fluorine in Organic Chemistry
0.83
article

Base‐Mediated Cascade Reaction of CF3‐Imidoyl Sulfoxonium Ylides and Diimides for the Synthesis of Functionalized Amidines

Zhengkai Chen, Qihua Chen, Sihao Ling
article en
4 citations

Abstract

Abstract A base‐mediated cascade reaction of CF 3 ‐imidoyl sulfoxonium ylides (TFISYs) and diimides has been developed for the preparation of functionalized amidines. In the transformation, a cascade nucleophilic addition and subsequent [2,3]‐sigmatropic rearrangement of sulfoxonium ylide occur to enable an intramolecular migration of dimethyl sulfoxide (DMSO). The unexpected result of the developed protocol demonstrates the chameleonic reactivity of TFISYs.

Advanced Synthesis & CatalysisVol. 367(1)
Zhejiang Sci-Tech University (CN)
Natural Science Foundation of Zhejiang Province
Openalex Percentile: Top 31%
Fluorine in Organic Chemistry
0.83
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