Palladium-Catalyzed Decarboxylative (3 + 3) Coupling Cyclization toward Diverse Fully Substituted Unsaturated Glutarimides

In this study, we successfully developed a palladium-catalyzed decarboxylative (3 + 3) coupling cyclization reaction of vinyloxazolidine-2,4-diones with cyclopropenones, producing varieties of fully substituted unsaturated glutarimide derivatives. Additionally, scale-up experiments, asymmetric transformations, and derivations of products demonstrated the practical utility of this synthetic method. Preliminary mechanistic studies support that the cleavage of the C-C bond of cyclopropenone by Pd(0) species is the first step in the catalytic cycle.

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Publication Details

Journal
Organic Letters
Published
2025-11-27
DOI
https://doi.org/10.1021/acs.orglett.5c04491
Citations
2
Primary Topic
Cyclopropane Reaction Mechanisms
Type
article
Field-Weighted Citation Impact
1.87
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article

Palladium-Catalyzed Decarboxylative (3 + 3) Coupling Cyclization toward Diverse Fully Substituted Unsaturated Glutarimides

Jian‐Qiang Zhao, Shi‐Ting Xie, Zhen‐Hua Wang, Wei‐Cheng Yuan et al.
2 citations
Organic Letters
Cyclopropane Reaction Mechanisms
1.87
article

Palladium-Catalyzed Decarboxylative (3 + 3) Coupling Cyclization toward Diverse Fully Substituted Unsaturated Glutarimides

Jian‐Qiang Zhao, Shi‐Ting Xie, Zhen‐Hua Wang, Wei‐Cheng Yuan, Lei Yang, Yanping Zhang, Yong You
article en
2 citations

Abstract

In this study, we successfully developed a palladium-catalyzed decarboxylative (3 + 3) coupling cyclization reaction of vinyloxazolidine-2,4-diones with cyclopropenones, producing varieties of fully substituted unsaturated glutarimide derivatives. Additionally, scale-up experiments, asymmetric transformations, and derivations of products demonstrated the practical utility of this synthetic method. Preliminary mechanistic studies support that the cleavage of the C-C bond of cyclopropenone by Pd(0) species is the first step in the catalytic cycle.

Organic LettersVol. 27(49)
Innovation Research Center (US), Chengdu University (CN)
Openalex Percentile: Top 13%
Cyclopropane Reaction Mechanisms
1.87
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Palladium-Catalyzed Decarboxylative (3 + 3) Coupling Cyclization toward Diverse Fully Substituted Unsaturated Glutarimides — Jian‐Qiang Zhao, Shi‐Ting Xie, et al. · Organic Letters (2025) | TGRS Research Map | TGRS