Nitrogen-centered radical-mediated α-sulfonimidation of ketones

Shang, Wenbin; Peng, Fengyuan; Qianlang, Feng; Fang, Fei; Pan, Zhiqiang; Ji, Xu; Xia, Chengfeng

doi:10.1039/d2qo00198e

Cited by 4 publications

(3 citation statements)

References 49 publications

(24 reference statements)

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“…Unless otherwise noted, all commercially available reagents were used as provided, without further purification. Substrate 1 was prepared according to the reported method. , Solvents were used without further purification. All of the electrochemical reactions were conducted under room temperature.…”

Section: Experimental Sectionmentioning

confidence: 99%

“…Enol acetates are easily obtained and have been frequently used in different reactions to construct C–O, C–S, C–C, and C–N bonds, resulting in various structural compounds . In addition, electro-organic synthesis is an attractive technique with huge synthetic potential, which is an alternative and environment-friendly approach for sustainable synthesis owing to its restriction or avoidance of reagent waste .…”

Section: Introductionmentioning

confidence: 99%

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Electrochemical Radical Reaction Construction of C–C Bonds: Access to 1,4-Dicarbonyl Compounds from Enol Acetates and 1,3-Diketones

Wu,

Liu,

et al. 2023

J. Org. Chem.

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As important substrates for the construction of heterocycles, a simple and efficient approach for synthesis of 1,4-diones is highly desirable. In this work, novel and efficient electrochemical radical reactions of enol acetates and 1,3-diketones have been developed to successfully achieve 1,4-diketones under catalyst-free and oxidant-free conditions. The wide range of substrates, good group tolerance, and simple operation process make the approach have important practical value. Moreover, the obtained 1,4-diketones can be easily further transformed to pyrrole and furan derivatives.

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Section: Experimental Sectionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Electrochemical Radical Reaction Construction of C–C Bonds: Access to 1,4-Dicarbonyl Compounds from Enol Acetates and 1,3-Diketones

Wu,

Liu,

et al. 2023

J. Org. Chem.

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show abstract

“…4 Conventionally, two approaches have been established for the construction of a-amino ketones. These are: (i) nucleophilic amination 5 of a-halogenated ketones with an amine or azide followed by reduction; and (ii) the electrophilic addition 6 of suitable N-centered electrophiles, such as haloamines, hydroxylamines or azo compounds, to enolates (Scheme 1b).…”

mentioning

confidence: 99%