Synthesis of γ‐Alkenylated δ‐Sultones Via Brønsted Base‐Catalyzed Annulative SuFEx Reaction of Allyl Ketones and Ethenesulfonyl Fluorides

Abstract A tandem annulation reaction of allyl ketones and β‐aryl ethenesulfonyl fluorides has been described. Under the catalysis of Brønsted base, allyl ketones reacted with β‐aryl ethenesulfonyl fluorides through a tandem intermolecular Michael addition‐intramolecular SuFEx process to afford γ‐alkenylated δ‐sultones in good to excellent yields. In this reaction, no additional base was needed, and 4 Å molecular sieves were used as efficient HF scavenger to restrict the neutralization and deactivation of the Brønsted base catalyst.

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Publication Details

Journal
Asian Journal of Organic Chemistry
Published
2024-11-20
DOI
https://doi.org/10.1002/ajoc.202400619
Citations
2
Primary Topic
Organic and Inorganic Chemical Reactions
Type
article
Field-Weighted Citation Impact
0.48
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article

Synthesis of γ‐Alkenylated δ‐Sultones Via Brønsted Base‐Catalyzed Annulative SuFEx Reaction of Allyl Ketones and Ethenesulfonyl Fluorides

Xiangyi Shi, Guangfen Du, Jichang Liu, Lin He et al.
2 citations
Asian Journal of Organic Chemistry
Organic and Inorganic Chemical Reactions
0.48
article

Synthesis of γ‐Alkenylated δ‐Sultones Via Brønsted Base‐Catalyzed Annulative SuFEx Reaction of Allyl Ketones and Ethenesulfonyl Fluorides

Xiangyi Shi, Guangfen Du, Jichang Liu, Lin He, Zhihang Wei, Fang Zhang, Qichao Zhang
article en
2 citations

Abstract

Abstract A tandem annulation reaction of allyl ketones and β‐aryl ethenesulfonyl fluorides has been described. Under the catalysis of Brønsted base, allyl ketones reacted with β‐aryl ethenesulfonyl fluorides through a tandem intermolecular Michael addition‐intramolecular SuFEx process to afford γ‐alkenylated δ‐sultones in good to excellent yields. In this reaction, no additional base was needed, and 4 Å molecular sieves were used as efficient HF scavenger to restrict the neutralization and deactivation of the Brønsted base catalyst.

Asian Journal of Organic ChemistryVol. 14(2)
Shihezi University (CN)
Openalex Percentile: Top 39%
Organic and Inorganic Chemical Reactions
0.48
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