Copper-Catalyzed Four-Component A<sup>3</sup>-Based Cascade Reaction: Facile Synthesis of 3-Oxetanone-Derived Spirocycles

3-Oxetanone-derived spirooxazolidines represent a class of building blocks for accessing diverse saturated heterocycles, but their synthetic methods remain unexplored. Herein, we demonstrate a highly atom-economic approach for the synthesis of diverse 3-oxetanone-derived <i>N</i>-proparg...

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Bibliographic Details
Main Authors: Rongkang Zhang, Liliang Huang, Aiguo Gu, Huangdi Feng
Format: Article
Language:English
Published: MDPI AG 2025-02-01
Series:Chemistry
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Online Access:https://www.mdpi.com/2624-8549/7/1/19
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Summary:3-Oxetanone-derived spirooxazolidines represent a class of building blocks for accessing diverse saturated heterocycles, but their synthetic methods remain unexplored. Herein, we demonstrate a highly atom-economic approach for the synthesis of diverse 3-oxetanone-derived <i>N</i>-propargyl spirooxazolidines via a CuBr<sub>2</sub>/TFA co-catalyzed four-component A<sup>3</sup>-based cascade reaction of a 1,2-amino alcohol, a 3-oxetanone, a formaldehyde, and an alkyne. This strategy is characterized by a wide substrate range and excellent chemoselectivity. In addition, the synthesized spirocycles could also be easily converted into other valuable compounds, facilitating potentially useful synthetic applications.
ISSN:2624-8549