Direct Cyclization of 1,3‐Diketones with Malonate‐Based Iodonium Ylides to Generate Dihydrofurans

While iodonium ylides are important reactants in a wide range of reactions, the exploration of electron-transfer property of iodonium ylides remains an underdeveloped topic. Herein, we describe a direct cyclization of 1,3-diketones with malonate-based iodonium ylides to give a diverse array of dihydrofurans in moderate yields. The control experiments suggest that the electron transfer between enol and iodonium ylide gives reactive species, thus enabling a cyclization cascade process to take place to give dihydrofurans.

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Publication Details

Journal
Chemistry - A European Journal
Published
2025-03-11
DOI
https://doi.org/10.1002/chem.202404442
Primary Topic
Oxidative Organic Chemistry Reactions
Type
article
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0.00
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article

Direct Cyclization of 1,3‐Diketones with Malonate‐Based Iodonium Ylides to Generate Dihydrofurans

Yao Wang, Yu‐Cheng Gu, Ziqiang Zhao, Yuanling Pang et al.
Chemistry - A European Journal
Oxidative Organic Chemistry Reactions
article

Direct Cyclization of 1,3‐Diketones with Malonate‐Based Iodonium Ylides to Generate Dihydrofurans

Yao Wang, Yu‐Cheng Gu, Ziqiang Zhao, Yuanling Pang, Zhiguo Zhao
article en

Abstract

While iodonium ylides are important reactants in a wide range of reactions, the exploration of electron-transfer property of iodonium ylides remains an underdeveloped topic. Herein, we describe a direct cyclization of 1,3-diketones with malonate-based iodonium ylides to give a diverse array of dihydrofurans in moderate yields. The control experiments suggest that the electron transfer between enol and iodonium ylide gives reactive species, thus enabling a cyclization cascade process to take place to give dihydrofurans.

Chemistry - A European JournalVol. 31(21)
Shandong University (CN), Syngenta (United Kingdom) (GB), Syngenta (Switzerland) (CH)
Openalex Percentile: Top 97%
Oxidative Organic Chemistry Reactions
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