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Updated: Sep 23, 2025
11:45
Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
Published on: August 22, 2018
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Organic dye-catalyzed radical ring expansion reaction
Masato Deguchi1, Akitoshi Fujiya1, Eiji Yamaguchi1
1Gifu Pharmaceutical University 1-25-4, Daigaku-nishi Gifu 501-1196 Japan itoha@gifu-pu.ac.jp.
RSC Advances
|May 11, 2022
Summary
Researchers developed a new method for synthesizing medium-sized rings using erythrosine B as a catalyst under fluorescent light. This approach offers mild conditions, broad applicability, and good yields for organic synthesis.
Area of Science:
- Organic Chemistry
- Photochemistry
- Synthetic Methodology
Background:
- Medium-sized rings are important structural motifs in natural products and pharmaceuticals.
- Efficient and versatile synthetic methods for medium-sized rings are highly sought after.
- Photocatalysis offers a sustainable and mild approach to chemical transformations.
Purpose of the Study:
- To develop an attractive and efficient method for synthesizing medium-sized rings.
- To utilize erythrosine B as a photocatalyst under fluorescent light irradiation.
- To explore the scope and limitations of this novel synthetic strategy.
Main Methods:
- Employing erythrosine B as a photocatalyst.
- Utilizing fluorescent light irradiation for the reaction.
- Investigating a broad range of substrates for medium-sized ring formation.
Main Results:
- Successful synthesis of medium-sized rings under mild conditions.
- Demonstrated a facile procedure with moderate-to-good yields.
- Showcased a broad substrate scope for the developed method.
Conclusions:
- The reported method provides an attractive approach for synthesizing medium-sized rings.
- Erythrosine B photocatalysis under fluorescent light is a viable strategy for organic synthesis.
- This method offers a valuable tool for accessing complex molecular architectures.
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