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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| Published in | Organic & biomolecular chemistry Vol. 19; no. 14; pp. 3139 - 3143 |
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| Main Authors | , , |
| Format | Journal Article |
| Published |
15.04.2021
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| Online Access | Get full text |
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| Abstract | 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. |
|---|---|
| AbstractList | 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. |
| Author | Cao, Tongxiang Zhu, Shifa Qiu, Shaotong |
| AuthorAffiliation | Key Lab of Functional Molecular Engineering of Guangdong Province South China University of Technology School of Chemistry and Chemical Engineering |
| AuthorAffiliation_xml | – name: South China University of Technology – name: School of Chemistry and Chemical Engineering – name: Key Lab of Functional Molecular Engineering of Guangdong Province |
| Author_xml | – sequence: 1 givenname: Shaotong surname: Qiu fullname: Qiu, Shaotong – sequence: 2 givenname: Tongxiang surname: Cao fullname: Cao, Tongxiang – sequence: 3 givenname: Shifa surname: Zhu fullname: Zhu, Shifa |
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| DOI | 10.1039/d1ob00421b |
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| Notes | 13 10.1039/d1ob00421b ( 2023472 2023473 1 For ESI and crystallographic data in CIF or other electronic format see DOI C NMR spectra for selected compounds. CCDC Electronic supplementary information (ESI) available: Experimental details and characterization of all compounds, copies of and H and Z 5 h 4s |
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| Snippet | An unprecedented catalyst-free three-component reaction to synthesize isoxazolidine from easily accessible haloalkyne, nitrosoarene and maleimide was... |
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| Title | Catalyst-free synthesis of isoxazolidine from nitrosoarene and haloalkyne a 1,2-halo-migration/[3 + 2] cycloaddition cascade |
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