Organic Letters

, volume 6 , issue 24 , pages 4603-4606

A Fluorogenic 1,3-Dipolar Cycloaddition Reaction of 3-Azidocoumarins and Acetylenes

Krishnamoorthy Sivakumar ¹

Fang Xie ¹

Brandon M Cash ¹

Long Su ¹

Hannah N Barnhill ¹

Qian Wang ¹

Hide authors affiliations Show authors affiliations: 1 affiliation

Department of Chemistry & Biochemistry, University of South Carolina, 631 Sumter Street, Columbia, South Carolina 29208 |

Publication type: Journal Article

Publication date: 2004-11-01

American Chemical Society (ACS)

Organic Letters

scimago Q1

wos Q1

SJR: 1.235

CiteScore: 8.7

Impact factor: 5.0

ISSN: 15237060, 15237052

DOI: 10.1021/ol047955x

Copy DOI

PubMed ID: 15548086

Organic Chemistry

Biochemistry

Physical and Theoretical Chemistry

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. [reaction: see text]

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GOST |

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GOST Copy

Sivakumar K. et al. A Fluorogenic 1,3-Dipolar Cycloaddition Reaction of 3-Azidocoumarins and Acetylenes // Organic Letters. 2004. Vol. 6. No. 24. pp. 4603-4606.

GOST all authors (up to 50) Copy

Sivakumar K., Xie F., Cash B. M., Su L., Barnhill H. N., Wang Q. A Fluorogenic 1,3-Dipolar Cycloaddition Reaction of 3-Azidocoumarins and Acetylenes // Organic Letters. 2004. Vol. 6. No. 24. pp. 4603-4606.

RIS |

Cite this

RIS Copy

TY - JOUR

DO - 10.1021/ol047955x

UR - https://doi.org/10.1021/ol047955x

TI - A Fluorogenic 1,3-Dipolar Cycloaddition Reaction of 3-Azidocoumarins and Acetylenes

T2 - Organic Letters

AU - Sivakumar, Krishnamoorthy

AU - Xie, Fang

AU - Cash, Brandon M

AU - Su, Long

AU - Barnhill, Hannah N

AU - Wang, Qian

PY - 2004

DA - 2004/11/01

PB - American Chemical Society (ACS)

SP - 4603-4606

IS - 24

VL - 6

PMID - 15548086

SN - 1523-7060

SN - 1523-7052

ER -

BibTex |

Cite this

BibTex (up to 50 authors) Copy

@article{2004_Sivakumar,

author = {Krishnamoorthy Sivakumar and Fang Xie and Brandon M Cash and Long Su and Hannah N Barnhill and Qian Wang},

title = {A Fluorogenic 1,3-Dipolar Cycloaddition Reaction of 3-Azidocoumarins and Acetylenes},

journal = {Organic Letters},

year = {2004},

volume = {6},

publisher = {American Chemical Society (ACS)},

month = {nov},

url = {https://doi.org/10.1021/ol047955x},

number = {24},

pages = {4603--4606},

doi = {10.1021/ol047955x}

}

MLA

Cite this

MLA Copy

Sivakumar, Krishnamoorthy, et al. “A Fluorogenic 1,3-Dipolar Cycloaddition Reaction of 3-Azidocoumarins and Acetylenes.” Organic Letters, vol. 6, no. 24, Nov. 2004, pp. 4603-4606. https://doi.org/10.1021/ol047955x.

Publisher

American Chemical Society (ACS)

Journal

Organic Letters

scimago Q1

wos Q1

SJR

1.235

CiteScore

8.7

Impact factor

5.0

ISSN

15237060 (Print)

15237052 (Electronic)