Mechanochemical Desymmetrization of Unbiased Bis- and Tris-alkynes to Access 3,5-Isoxazoles-Alkyne Adducts and Unsymmetrical Bis-3,5-isoxazoles**,European Journal of Organic Chemistry

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Mechanochemical Desymmetrization of Unbiased Bis- and Tris-alkynes to Access 3,5-Isoxazoles-Alkyne Adducts and Unsymmetrical Bis-3,5-isoxazoles**
European Journal of Organic Chemistry ( IF 2.5 ) Pub Date : 2023-05-29 , DOI: 10.1002/ejoc.202300374
Rafael A. Hernandez R. ₁ , Irini Trakakis ₂ , Jean-Louis Do ₃ , Louis A. Cuccia ₁ , Tomislav Friščić ₄ , Pat Forgione ₅

Affiliation

A mechanochemical desymmetrization of symmetrical bis- and tris-alkynes via a controlled 1,3-dipolar cycloaddition reaction with nitrile oxide dipoles has been developed. This convenient, efficient, and simple protocol allows access to a wide range of 3,5-isoxazole-alkyne adducts and unsymmetrical bis-3,5-isoxazoles from easily prepared or commercially available symmetrical bis- and tris-alkynes in moderate to excellent yield.

中文翻译：

无偏双炔和三炔的机械化学去对称化以获得 3,5-异恶唑-炔加合物和不对称双-3,5-异恶唑**

已经开发出通过与氧化腈偶极子进行受控 1,3-偶极环加成反应来实现对称双炔烃和三炔烃的机械化学去对称化。这种方便、高效、简单的方案允许从易于制备或市售的对称双炔和三炔中获得各种 3,5-异恶唑-炔加合物和不对称双-3,5-异恶唑，产率中等至优异。

更新日期：2023-05-29

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