Pd-Catalysed [3 + 2]-cycloaddition towards the generation of bioactive bis-heterocycles/identification of COX-2 inhibitors analysis
In the current research, we envisaged the synthesis of bis-heterocycles containing the dihydroisoxazole ring by [3 + 2] cycloaddition of VECs (vinyl ethylene carbonates) and nitrile oxides, assisted by a Pd catalyst. Herein we explored hydroximoyl chlorides as versatile precursors for the in situ ge...
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Published in | Organic & biomolecular chemistry Vol. 2; no. 23; pp. 4746 - 4752 |
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Main Authors | , , , , , , , , |
Format | Journal Article |
Published |
15.06.2022
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Online Access | Get full text |
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Summary: | In the current research, we envisaged the synthesis of bis-heterocycles containing the dihydroisoxazole ring by [3 + 2] cycloaddition of VECs (vinyl ethylene carbonates) and nitrile oxides, assisted by a Pd catalyst. Herein we explored hydroximoyl chlorides as versatile precursors for the
in situ
generation of nitrile oxides that were exploited to achieve the cycloaddition reaction on a vinyl group of VECs to generate bis-heterocycles.
In silico
-based studies of bis-heterocycles on the cyclooxygenase (COX) enzyme displayed selective COX-2 inhibition.
Pd-catalysed [3 + 2] cycloaddition reaction of VECs and nitrile oxides to access bis-heterocycles was developed.
In silico
-based studies suggested interaction with COX receptors that may be corroborated biologically in the future. |
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Bibliography: | Electronic supplementary information (ESI) available. CCDC For ESI and crystallographic data in CIF or other electronic format see DOI 2151147 https://doi.org/10.1039/d2ob00467d |
ISSN: | 1477-0520 1477-0539 |
DOI: | 10.1039/d2ob00467d |