The Regiospecific Synthesis of Some New 3,5‐Disubstituted Isoxazoles |
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| Authors: | Ladan Edjlali |
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| Institution: | Laboratory of Organic Chemistry Research, Department of Applied Chemistry, Islamic Azad University, Tabriz Branch, P. O. Box 1655, Tabriz, Iran |
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| Abstract: | The compounds with isoxazole moiety have many pharmacological, biological and industrial applications, specifically their antiviral activity. In this research work, seven new compounds of 3,5‐disubstituted isoxazoles were synthesized. Propargyl alcohol ( 1 ) reacted with benzoyl chloride to give propargylphenylcarboxylate ( 2 ). Then, the aldehydes ( 3a‐3g ) were converted to the related oximes ( 4a‐4g ) and nitrileoxides in situ by NaOCl, consequently. Reaction of compound 2 with nitrileoxides in a 3+2] cycloaddition reaction gave regiospecifically isoxazoles ( 5a‐5g ). 1H NMR, 13C NMR, FT‐IR, and elemental analyses confirmed the structure of the synthesized compounds. |
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| Keywords: | Isoxazoles Propargyl alcohol [3+2] cycloaddition |
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