期刊
ORGANIC & BIOMOLECULAR CHEMISTRY
卷 20, 期 23, 页码 4746-4752出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/d2ob00467d
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资金
- Central University of Rajasthan (CURAJ), DST [EMR/2016/008016]
- CSIR [09/1131(0043)/2020-EMR-I]
In this study, bis-heterocycles containing the dihydroisoxazole ring were synthesized through [3 + 2] cycloaddition reaction of VECs and nitrile oxides assisted by a Pd catalyst. Hydroximoyl chlorides were utilized as versatile precursors for the in situ generation of nitrile oxides, which underwent cycloaddition reaction on a vinyl group of VECs to form bis-heterocycles. Computational studies showed selective COX-2 inhibition of the synthesized bis-heterocycles.
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.
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