Abstract
A series of ether-linked bis(isoxazoline) derivatives 4 were prepared by 1,3-dipolar cycloaddition reactions of nitrile oxides with allyl alcohol and allyl ethers. Products 4 were characterized by IR, NMR, and elemental analysis and were evaluated for their antimicrobial activity.
Highlights
Among five-membered heterocycles, isoxazolines represent a class of compounds of great biological importance
Literature studies reveal that bisheterocycles bearing isoxazoline[5] or pyrazoline[6] were synthesized via 1,3-dipolar cycloaddition of aldoxime / aldehyde hydrazone to divinyl ketone / sulfone using chloramine-T as a dehydrating agent
The present communication reports on the synthesis of ether-linked bis(isoxazoline) derivatives via 1,3-dipolar cycloaddition reactions and the evaluation of their antimicrobial activity
Summary
Among five-membered heterocycles, isoxazolines represent a class of compounds of great biological importance. Isoxazoline serves as an important building block for the synthesis of biologically active molecules[2] and serves as a prodrug for an antiarthritic agent.[3] Valdecoxib is an isoxazoline derivatives, widely used in the market as an anti-inflammatory drug.[4] Literature studies reveal that bisheterocycles bearing isoxazoline[5] or pyrazoline[6] were synthesized via 1,3-dipolar cycloaddition of aldoxime / aldehyde hydrazone to divinyl ketone / sulfone using chloramine-T as a dehydrating agent. In our laboratory,[11] we used chloramine-T extensively for the generation of nitrile oxides and nitrile imines from aldoximes and aldehyde hydrazones, respectively. The present communication reports on the synthesis of ether-linked bis(isoxazoline) derivatives via 1,3-dipolar cycloaddition reactions and the evaluation of their antimicrobial activity
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