Ring‐Opening Reaction of Benzoxazole Derivatives with Diazo Compounds Catalyzed by Fe(OTf) <sub>3</sub>

An efficient approach for the ring‐opening of benzoxazole derivatives involves utilizing diazo compounds in the presence of Fe(OTf) 3 as a catalyst. This method enables the efficient conversion of the oxazole ring into highly functionalized products that bear N ‐amino, amide, and hydroxy groups. This approach overcomes the strong steric hindrance of benzoxazole when it carries substituents at the C2 position. And it has the advantages of high yield, broad substrate scope, efficient atom utilization, and so on. Moreover, some of these compounds exhibit antibacterial activity, which offer a valuable reference for the future development of novel antimicrobial agents.

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Publication Details

Journal
European Journal of Organic Chemistry
Published
2026-01-21
DOI
https://doi.org/10.1002/ejoc.202501026
Primary Topic
Cyclopropane Reaction Mechanisms
Type
article
Field-Weighted Citation Impact
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article

Ring‐Opening Reaction of Benzoxazole Derivatives with Diazo Compounds Catalyzed by Fe(OTf) 3

Xiaoqiong Fu, Shuangxi Gu, Fangni Hu, Wenbo Xu et al.
European Journal of Organic Chemistry
Cyclopropane Reaction Mechanisms
article

Ring‐Opening Reaction of Benzoxazole Derivatives with Diazo Compounds Catalyzed by Fe(OTf) 3

Xiaoqiong Fu, Shuangxi Gu, Fangni Hu, Wenbo Xu, Shuangshuang Zhang, Huaiyu Huang, Xuyang Gong, Ying Wang, Huan Li, Haifeng Wang
article en

Abstract

An efficient approach for the ring‐opening of benzoxazole derivatives involves utilizing diazo compounds in the presence of Fe(OTf) 3 as a catalyst. This method enables the efficient conversion of the oxazole ring into highly functionalized products that bear N ‐amino, amide, and hydroxy groups. This approach overcomes the strong steric hindrance of benzoxazole when it carries substituents at the C2 position. And it has the advantages of high yield, broad substrate scope, efficient atom utilization, and so on. Moreover, some of these compounds exhibit antibacterial activity, which offer a valuable reference for the future development of novel antimicrobial agents.

European Journal of Organic ChemistryVol. 29(7)
Wuhan Institute of Technology (CN)
Openalex Percentile: Top 83%
Cyclopropane Reaction Mechanisms
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