Facial synthesis of novel 3-(2-methylbenzofuran-3-yl)-5-((4-(phenoxymethyl)-1H-1,2,3-triazole-1-yl)methyl)-1,2,4-oxadiazole derivatives

Abstract

An efficient and practical methodology was developed for rapid and green synthesis of novel benzofuran-1,2,4-oxadiazole-1,2,3-triazole hybrids (6a–n) from 5-(chloromethyl)-3-(2-methylbenzofuran-3-yl)-1,2,4-oxadiazoles (4a–b) by in situ generation of 5-(azidomethyl)-3-(2-methylbenzofuran-3-yl)-1,2,4-oxadiazoles followed by 1,3-dipolar cycloaddition with substituted-1-(prop-2-yn-1-yloxy)benzenes (5a–g) through Click reaction under mild reaction conditions with good to excellent yields (70–86%).

Graphical Abstract

Keywords:

• Benzofuran
• click reaction
• 1,3-dipolar cycloaddition
• 1,2,4-oxadiazole
• 1,2,3-triazole

Acknowledgments

Authors thank the Head Department of Chemistry and CFRD, Osmania University, Hyderabad, India for providing laboratory facilities.