Synthesis of γ , γ ‐Disubstituted γ ‐Butyrolactones via Copper‐Catalyzed Arylation–Lactonization of γ ,δ‐Unsaturated Esters With Diaryliodonium Salts

A Cu‐catalyzed arylation–lactonization process of γ ,δ‐unsaturated esters using diaryliodonium salts as aryl sources is reported. Aryl units having an electron‐donating or electron‐withdrawing group are transferred successfully to the substrates, providing the corresponding γ , γ ‐disubstituted γ ‐butyrolactones under mild conditions with high efficiency. The potential scalability of this method is demonstrated by a successful gram‐scale reaction at a 5.0 mmol scale. This approach offers a practical alternative to existing methods that employ precious metal catalysts or potentially explosive aryl sources.

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Publication Details

Journal
Advanced Synthesis & Catalysis
Published
2026-10-19
DOI
https://doi.org/10.1002/adsc.70821
Primary Topic
Catalytic Cross-Coupling Reactions
Type
article
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article

Synthesis of γ , γ ‐Disubstituted γ ‐Butyrolactones via Copper‐Catalyzed Arylation–Lactonization of γ ,δ‐Unsaturated Esters With Diaryliodonium Salts

Yosuke Demizu, Osamu Onomura, Masami Kuriyama, Kosuke Yamamoto et al.
Advanced Synthesis & Catalysis
Catalytic Cross-Coupling Reactions
article

Synthesis of γ , γ ‐Disubstituted γ ‐Butyrolactones via Copper‐Catalyzed Arylation–Lactonization of γ ,δ‐Unsaturated Esters With Diaryliodonium Salts

Yosuke Demizu, Osamu Onomura, Masami Kuriyama, Kosuke Yamamoto, Harutaka Toyomaru, Iori Ohmae, Sora Hirose
article en

Abstract

A Cu‐catalyzed arylation–lactonization process of γ ,δ‐unsaturated esters using diaryliodonium salts as aryl sources is reported. Aryl units having an electron‐donating or electron‐withdrawing group are transferred successfully to the substrates, providing the corresponding γ , γ ‐disubstituted γ ‐butyrolactones under mild conditions with high efficiency. The potential scalability of this method is demonstrated by a successful gram‐scale reaction at a 5.0 mmol scale. This approach offers a practical alternative to existing methods that employ precious metal catalysts or potentially explosive aryl sources.

Advanced Synthesis & CatalysisVol. 368(21)
University of Nagasaki (JP), National Institute of Health Sciences (JP), Nagasaki University (JP)
Openalex Percentile: Top 25%
Catalytic Cross-Coupling Reactions
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Synthesis of γ , γ ‐Disubstituted γ ‐Butyrolactones via Copper‐Catalyzed Arylation–Lactonization of γ ,δ‐Unsaturated Esters With Diaryliodonium Salts — Yosuke Demizu, Osamu Onomura, et al. · Advanced Synthesis & Catalysis (2026) | TGRS Research Map | TGRS