A Microwave-Assisted Method for the Synthesis of Symmetrical and Unsymmetrical Cyanine Dyes

Cyanine dyes are widely used fluorophores with a range of labeling applications. However, there exists a lack of common, general methods for their synthesis that are applicable to dyes with a broad range of emission wavelengths. Herein, we describe a rapid, microwave-assisted, one-pot procedure for the synthesis of symmetrical trimethine, pentamethine, and heptamethine cyanine dyes in near-quantitative yields. A variation of the procedure allows the moderate-to-high-yielding synthesis of unsymmetrical cyanine dyes bearing -COOH substituents for functionalization.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-03-20
DOI
https://doi.org/10.1021/acs.joc.4c02539
Citations
1
Primary Topic
Synthesis and Characterization of Heterocyclic Compounds
Type
article
Field-Weighted Citation Impact
0.94

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article

A Microwave-Assisted Method for the Synthesis of Symmetrical and Unsymmetrical Cyanine Dyes

Shihao Pei, Davide Brambilla, Samuel Babity, Justine Caron
1 citations
The Journal of Organic Chemistry
Synthesis and Characterization of Heterocyclic Compounds
0.94
article

A Microwave-Assisted Method for the Synthesis of Symmetrical and Unsymmetrical Cyanine Dyes

Shihao Pei, Davide Brambilla, Samuel Babity, Justine Caron
article en
1 citations

Abstract

Cyanine dyes are widely used fluorophores with a range of labeling applications. However, there exists a lack of common, general methods for their synthesis that are applicable to dyes with a broad range of emission wavelengths. Herein, we describe a rapid, microwave-assisted, one-pot procedure for the synthesis of symmetrical trimethine, pentamethine, and heptamethine cyanine dyes in near-quantitative yields. A variation of the procedure allows the moderate-to-high-yielding synthesis of unsymmetrical cyanine dyes bearing -COOH substituents for functionalization.

The Journal of Organic ChemistryVol. 90(13)
Université de Montréal (CA)
Fonds de recherche du Québec, Natural Sciences and Engineering Research Council of Canada
Openalex Percentile: Top 28%
Synthesis and Characterization of Heterocyclic Compounds
0.94
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A Microwave-Assisted Method for the Synthesis of Symmetrical and Unsymmetrical Cyanine Dyes — Shihao Pei, Davide Brambilla, et al. · The Journal of Organic Chemistry (2025) | TGRS Research Map | TGRS