Tertiary Amine‐Catalyzed Stereoretentive Multi‐Component Cascade Reaction of Carboxylic Acids: Facile Synthesis of Cyclic Ureas/Urethanes

Comprehensive Summary Herein, we developed a tertiary amine‐catalyzed stereoretentive multi‐component cascade reaction featuring an amidation/[4 + 1] annulation/decarboxylation/Curtius rearrangement/[2 + n ] annulation sequence. This metal‐free and step‐economic method provided a broad range of cyclic ureas/urethanes in green solvent under mild conditions without employing explosive and toxic reagents. Importantly, this reaction generated isocyanates in situ under catalytic conditions via a decarboxylation/Curtius rearrangement process of dioxazolones.

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Publication Details

Journal
Chinese Journal of Chemistry
Published
2025-05-29
DOI
https://doi.org/10.1002/cjoc.70110
Citations
5
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
4.68

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article

Tertiary Amine‐Catalyzed Stereoretentive Multi‐Component Cascade Reaction of Carboxylic Acids: Facile Synthesis of Cyclic Ureas/Urethanes

Yi Hu, Nengzhong Wang, Zhong‐Yan Cao, Dan Xiong et al.
5 citations
Chinese Journal of Chemistry
Catalytic C–H Functionalization Methods
4.68
article

Tertiary Amine‐Catalyzed Stereoretentive Multi‐Component Cascade Reaction of Carboxylic Acids: Facile Synthesis of Cyclic Ureas/Urethanes

Yi Hu, Nengzhong Wang, Zhong‐Yan Cao, Dan Xiong, Hui Qin Yao, Nianyu Huang, Yifei Cai, Yanfei Liu, Linxuan Li
article en
5 citations

Abstract

Comprehensive Summary Herein, we developed a tertiary amine‐catalyzed stereoretentive multi‐component cascade reaction featuring an amidation/[4 + 1] annulation/decarboxylation/Curtius rearrangement/[2 + n ] annulation sequence. This metal‐free and step‐economic method provided a broad range of cyclic ureas/urethanes in green solvent under mild conditions without employing explosive and toxic reagents. Importantly, this reaction generated isocyanates in situ under catalytic conditions via a decarboxylation/Curtius rearrangement process of dioxazolones.

Chinese Journal of ChemistryVol. 43(17)
China Three Gorges University (CN), Henan University (CN)
National Natural Science Foundation of China, Higher Education Discipline Innovation Project
Openalex Percentile: Top 6%
Catalytic C–H Functionalization Methods
4.68
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