A Three‐Component Cycloaddition of Diazo Compounds, Nitrosobenzenes, and Alkenes for the Synthesis of Isoxazolidines Under Catalyst‐, Additive‐, and Base‐Free Conditions

ABSTRACT A direct three‐component cycloaddition reaction, comprising diazo compounds, nitrosobenzenes, and alkenes, has been successfully established. This methodology exploits the reactivity of electron‐rich olefins and proceeds efficiently under synthetically appealing conditions that are entirely devoid of metals, additives, or bases. The transformation furnishes a diverse array of synthetically and biologically significant isoxazolidine derivatives in moderate to excellent yields. The strategic value of this protocol is underscored by its remarkable substrate scope, the utilization of commercially available and inexpensive starting materials, and its operational simplicity, thereby positioning it as a powerful and practical tool for the rapid assembly of complex heterocyclic scaffolds.

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Publication Details

Journal
Journal of Heterocyclic Chemistry
Published
2026-08-20
DOI
https://doi.org/10.1002/jhet.70234
Primary Topic
Cyclopropane Reaction Mechanisms
Type
article
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article

A Three‐Component Cycloaddition of Diazo Compounds, Nitrosobenzenes, and Alkenes for the Synthesis of Isoxazolidines Under Catalyst‐, Additive‐, and Base‐Free Conditions

Rongxiang Chen, Kai‐Kai Wang, Ya Li, Yitong He et al.
Journal of Heterocyclic Chemistry
Cyclopropane Reaction Mechanisms
article

A Three‐Component Cycloaddition of Diazo Compounds, Nitrosobenzenes, and Alkenes for the Synthesis of Isoxazolidines Under Catalyst‐, Additive‐, and Base‐Free Conditions

Rongxiang Chen, Kai‐Kai Wang, Ya Li, Yitong He, Qiqi Duan, Wenfang Zhang, Aili Sun
article en

Abstract

ABSTRACT A direct three‐component cycloaddition reaction, comprising diazo compounds, nitrosobenzenes, and alkenes, has been successfully established. This methodology exploits the reactivity of electron‐rich olefins and proceeds efficiently under synthetically appealing conditions that are entirely devoid of metals, additives, or bases. The transformation furnishes a diverse array of synthetically and biologically significant isoxazolidine derivatives in moderate to excellent yields. The strategic value of this protocol is underscored by its remarkable substrate scope, the utilization of commercially available and inexpensive starting materials, and its operational simplicity, thereby positioning it as a powerful and practical tool for the rapid assembly of complex heterocyclic scaffolds.

Journal of Heterocyclic Chemistry
Puyang Vocational and Technical College (CN), Xinxiang University (CN)
Openalex Percentile: Top 18%
Cyclopropane Reaction Mechanisms
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A Three‐Component Cycloaddition of Diazo Compounds, Nitrosobenzenes, and Alkenes for the Synthesis of Isoxazolidines Under Catalyst‐, Additive‐, and Base‐Free Conditions — Rongxiang Chen, Kai‐Kai Wang, et al. · Journal of Heterocyclic Chemistry (2026) | TGRS Research Map | TGRS