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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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. |
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Bibliography: | 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 |
ISSN: | 1477-0520 1477-0539 |
DOI: | 10.1039/d1ob00421b |