Catalyst-free synthesis of isoxazolidine from nitrosoarene and haloalkyne a 1,2-halo-migration/[3 + 2] cycloaddition cascade

An unprecedented catalyst-free three-component reaction to synthesize isoxazolidine from easily accessible haloalkyne, nitrosoarene and maleimide was developed. This reaction was proposed to proceed via a 1,2-halo migration and [3 + 2] cycloaddition cascade, providing a new reaction pattern of alkyn...

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Bibliographic Details
Published inOrganic & biomolecular chemistry Vol. 19; no. 14; pp. 3139 - 3143
Main Authors Qiu, Shaotong, Cao, Tongxiang, Zhu, Shifa
Format Journal Article
Published 15.04.2021
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Summary:An unprecedented catalyst-free three-component reaction to synthesize isoxazolidine from easily accessible haloalkyne, nitrosoarene and maleimide was developed. This reaction was proposed to proceed via a 1,2-halo migration and [3 + 2] cycloaddition cascade, providing a new reaction pattern of alkyne and nitroso containing species wherein a new type of nitrone was generated. Besides, the reaction conditions were efficient and environmentally benign, enabling the formation of various bioactivity-related isoxazolidines. An unprecedented catalyst-free three-component reaction to synthesize isoxazolidine from easily accessible haloalkyne and nitrosoarene was developed.
Bibliography:13
10.1039/d1ob00421b
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For ESI and crystallographic data in CIF or other electronic format see DOI
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ISSN:1477-0520
1477-0539
DOI:10.1039/d1ob00421b