4.8 Article

A fluorogenic 1,3-dipolar cycloaddition reaction of 3-azidocoumarins and acetylenes

Journal

ORGANIC LETTERS
Volume 6, Issue 24, Pages 4603-4606

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol047955x

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[GRAPHICS] Copper(I)-catalyzed 1,3-dipolar cycloaddition reaction of nonfluorescent 3-azidocoumarins and terminal alkynes afforded intense fluorescent 1,2,3-triazole products. The mild condition of this reaction allowed us to construct a large library of pure fluorescent coumarin dyes. Since both azide and alkyne are quite inert to biological systems, this reaction has potential in bioconjugation and bioimaging applications.

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