Microwave-assisted Synthesis of New 1,2,3-Triazoles Bearing an Isoxazole Ring by the Azide-alkyne Cycloaddition Click Chemistry

Abstract

A comparison synthesis of 1,2,3-triazoles bearing isoxazole ether was developed between conventional and microwave-assisted heating. Single/double 1,2,3-triazoles bearing isoxazole ether were synthesized by click reaction starting from substituted isoxazolyl alkyne compounds and substituted benzyl azide compounds or neopen-tylglycol diazide in the presence of copper(I) that in-situ generated. Herein, the effect of different catalysts on the yield was researched by conventional method, and the optimal catalyst was selected. The structures of all the synthe-sized compounds were confirmed by MS, FTIR, ¹H and ¹³C NMR spectroscopies. Moreover, the crystal structure of 5-{[(1-benzyl-1H-1,2,3-triazol-4-yl)methoxy]methyl}-3-(4-fluorophenyl)isoxazole(2h) was determined.

Keywords

Microwave-assisted heating / 1,2,3-Triazole / Isoxazole / Azide-alkyne / Click chemistry

References

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