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

K Sivakumar, F Xie, BM Cash, S Long, HN Barnhill…

Index: Sivakumar, Krishnamoorthy; Xie, Fang; Cash, Brandon M.; Long, Su; Barnhill, Hannah N.; Wang, Qian Organic Letters, 2004 ,  vol. 6,  # 24  p. 4603 - 4606

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Citation Number: 490

Abstract

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.