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Synthesis of C-glycosyl-bis-1,2,3-triazole derivatives from 3,4,6-tri-$$\varvec{}$$-acetyl- D-glucal

Molecular Diversity(2015)

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摘要
We have developed an efficient, CuI-catalyzed, microwave-assisted method for the synthesis of bis-1,2,3-triazole derivatives starting from a 3,4,6-tri-\(O\)-acetyl-d-glucal-derived mesylate. This mesylate was obtained from 3,4,6-tri-\(O\)-acetyl-d-glucal through \(C\)-glycosidation, deprotection of acetate groups to alcohols, and selective mesylation of the primary alcohol. This mesylate moiety was then converted to an azide through a microwave-assisted method with good yield. The azide, once synthesized, was then treated with different terminal alkynes in the presence of CuI to synthesize various bis-triazoles in high yields and short reaction times.
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关键词
Microwave,d-Glucal,Click chemistry,$$1{,}2{,}$$1,2,3-Triazole,Flourescence,Ultrasound
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