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

doi:10.1007/s40242-018-7298-8

Abstract

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 neopentylglycol 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 synthesized 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.

Key words: Microwave-assisted heating, 1,2,3-Triazole, Isoxazole, Azide-alkyne, Click chemistry

LI Jing, LIU Hongwei, MENG Fanyu, YAN Liuqing, SHI Yanpeng, ZHANG Yumin, GU Qiang. Microwave-assisted Synthesis of New 1,2,3-Triazoles Bearing an Isoxazole Ring by the Azide-alkyne Cycloaddition Click Chemistry[J]. Chemical Research in Chinese Universities, 2018, 34(2): 197-202.

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